The Useful Chemistry Data Book

Reaction Attempts

The UsefulChem Project

Compiled and Performed by:
Jean-Claude Bradley, Khalid Mirza and Andrew Lang
with
Tim Bohinski, David Bulger, Alicia Holsey, Emily Messner, Marshall Moritz, Shannon Oseback, Rikesh Parikh, Mitesh Shah, Michael Wolfle

Version: May 16, 2012

Licensed under a Creative Commons Attribution 2.5 License
Data is available as CC0

Preface

Reaction Attempts First Edition

Data Source: the UsefulChem project

Introduction

Open Notebook Science (ONS) refers to the practice of making the full contents of a laboratory notebook and all associated raw data files available in near real time.[1] This represents an opportunity for everyone to benefit from work in progress in an open research group. However, in order to make use of the information, it must be easily discoverable. A simple strategy to increase discoverability is redundancy over multiple communication platforms.

In another project - the Open Notebook Science Solubility Challenge[2] - we published non-aqueous solubility data in the form of physical and downloadable (PDF) books.[3] Although it is possible to search the solubility database using web query interfaces, exploration of a Google Spreadsheet, an XML feed, etc.[4], having a physical copy in the laboratory has proved to be very convenient in several instances. A similar format for reactions will also be useful.

The UsefulChem Project

UsefulChem started in 2005 as an organic chemistry Open Notebook Science project with a main goal of discovering new anti-malarial agents that can be prepared by simple and cheap syntheses.[5] Most of the reactions on UsefuChem are Ugi reactions, which involve the mixing of an amine, aldehyde, carboxylic acid and isonitrile in a solvent at room temperature generally for a few hours to days.[6] The multicomponent design of the Ugi reaction and the simple reaction conditions make it ideal for exploring large virtual libraries and selecting compounds of interest to make.[7]

Isolation of the Ugi products can be immensely simpler, cheaper and readily scalable if they precipitate in pure form from the reaction mixture. To this end, much of the research in the UsefulChem project focuses on reaction conditions that lead to this outcome.[8] This is in fact the origin of the ONS Solubility Challenge discussed above.[9]

The Reaction Attempts Database

In order to look for patterns in the reaction conditions which led to Ugi product precipitation, the CombiUgiResults Google Spreadsheet was set up.[10] Reactions indexed there can be sorted by precipitation outcome, solvent, reactant, concentration, etc. and links to the laboratory notebook pages can be followed for full details. However, this sheet is designed specifically for Ugi reactions and contains columns specifically for the aldehyde, amine, carboxylic acid and isonitrile.

In order to enable the tracking of other types of reactions, the information in the CombiUgiResults sheet was reformatted into two other sheets: ReactionAttempts[11] (containing reagents and reactants) and RXIDsReactionAttempts[12] (containing reaction conditions and results, such as solvent, concentration of limiting reactant, appearance of a precipitate, yield, etc.). The two sheets are connected via the use of a common ReactionID. This format permits the representation of any type of reaction, with an unlimited number of reactants and products.[13]

By definition, any Open Notebook Science project in a work in progress. The listing of a reaction in this database only means that the researcher attempted or is in the process of attempting it. Whatever the situation, a link to the laboratory notebook page is provided, where the most recent information is available. The philosophy used here is that partial information is always better than no information at all. Thus a researcher investigating the prior use a particular reactant in a Ugi reaction might find the report that a precipitate was obtained in methanol helpful for designing their own reactions, even if the characterization of the precipitate is still pending. At the very least, knowing that a certain researcher has at least attempted a similar reaction is enough information for initiating a discussion, which may lead to valuable insights.

Reaction Attempts on Chemspider

Although SMILES[14] are provided in the spreadsheets, the primary key to identify compounds is the ChemSpider ID (CSID)[15]. This allows us to render molecule images in the book automatically. In the case of the ONS Solubility Challenge book[3], use of the CSID enables a convenient way to calculate various descriptors for displaying values in the book.

In addition, the compounds in the Reaction Attempts database are indexed on ChemSpider as two Data Sources: ReactantsAttemptedReactions and ProductsAttemptedReactions[13]. In this way a substructure search for either reactants or products will identify indexed molecules. Clicking on the Syntheses tab in the ChemSpider record for a selected molecule will then reveal a list of hyperlinks to the relevant laboratory notebook pages.

Organization of the Book

In keeping with the layout of the ONS Solubility Challenge Book, the reactants are listed in alphabetical order. Each entry displays the list of reactions where the reactant was used. This includes a scheme with all reactants and product as well as key metadata: the researcher, reaction type, solvent, limiting reactant concentration, observation of a precipitate, comments and a reference (links to the laboratory notebook page).

In this edition, only Ugi reactions are included. The reaction schemes are laid out in the following order: carboxylic acid, amine, aldehyde and isonitrile. This should allow for easy comparison between schemes within a given record. Reactions where the Ugi product was isolated and characterized are marked with a green check and the percent yield is noted. Since the Ugi products do not have simple common names, they are not included as separate entries. However, all reactions where the synthesis of a specific Ugi product was attempted can be found by looking up the entries for any of the four reactants.

Although this compilation is not exhaustive, it does cover the vast majority of reactions in the UsefulChem project to date. Future editions will include other reactions from UsefulChem and other sources.

Archive

This edition is linked to the UsefulChem data archive (ZIP)[16], (DVD)[17] and interactive hosted archive format[18], ReactionAttempts (XLS)[19] and RXIDsReactionAttempts(XLS)[20] taken on 2010-04-27.

References

1. Open Notebook Science Wikipedia Entry http://en.wikipedia.org/wiki/Open_Notebook_Science
2. Open Notebook Science Solubility Challenge Wiki http://onschallenge.wikispaces.com
3. Bradley, J.-C. First Edition of ONS Solubility Challenge Book UsefulChem Blog (2009)
http://usefulchem.blogspot.com/2009/12/first-edition-of-ons-solubility.html
4. Open Notebook Science Solubility Challenge List of Experiments page http://onschallenge.wikispaces.com/list+of+experiments
5. UsefulChem Wiki http://usefulchem.wikispaces.com
6. Ugi Reaction Wikipedia Entry http://en.wikipedia.org/wiki/Ugi_reaction
7. Dömling, A., & Ugi, I. (2000). Multicomponent Reactions with Isocyanides. Angewandte Chemie International English Edition, 39(18), 3168-3210. doi: 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO;2-U.
8. UsefulChem List of Experiments http://usefulchem.wikispaces.com/All+Reactions
9. Bradley, J.-C. Open Notebook Science Challenge UsefulChem Blog (2008)
http://usefulchem.blogspot.com/2008/09/open-notebook-science-challenge.html
10. CombiUgiResults Google Spreadsheet http://spreadsheets.google.com/ccc?key=plwwufp30hfpUERhse9y5Kw
11. ReactionAttempts Google Spreadsheet
http://spreadsheets.google.com/ccc?key=0Ak1R8T6wt4YQdG9NejNLcDNUMkVBVURGM01TR0NxdXc
12. RXIDsReactionAttempts Google Spreadsheet
http://spreadsheets.google.com/ccc?key=0Ak1R8T6wt4YQdGVENVFMWjdzaGd2REJTTnA4RG5vblE
13. Bradley, J.-C. Reaction Attempts on ChemSpider UsefulChem Blog (2010)
http://usefulchem.blogspot.com/2010/03/reaction-attempts-on-chemspider.html
14. SMILES Wikipedia Entry http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification
15. ChemSpider Web Site http://www.chemspider.com/
16. UC archive Drexel server (ZIP) http://showme.physics.drexel.edu/usefulchem/archives/usefulchem2010-04-27.zip
17. UC archive on lulu.com (DVD) http://www.lulu.com/product/dvd/usefulchem-archive/10791847
18. UC interactive hosted format http://showme.physics.drexel.edu/usefulchem/archives/usefulchem2010-04-27/All%20Reactions.html
19. Bradley, J.-C.; Lang, A.. Reaction Attempts Reactants and Products. UsefulChem. 2010-04-27.

URL:http://spreadsheets.google.com/pub?key=toMz3Kp3T2EAUDF3MSGCquw&output=xls. Accessed: 2010-04-27.

(Archived by WebCite® at http://www.webcitation.org/5pIsFEbT9)
20. Bradley, J.-C.; Lang, A.. Reaction Attempts RXIDs. UsefulChem. 2010-04-27.

URL:http://spreadsheets.google.com/pub?key=teD5QLZ7shgvDBSNp8DnonQ&output=xls. Accessed: 2010-04-27.

(Archived by WebCite® at http://www.webcitation.org/5pIs2eh62)

Reactions

Reaction ID OEMW44-1

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	CDCl3
Limiting Reactant	0.15 M
Precipitate	No
Comments	0.1 eq thiourea cat; no conversion by H NMR monitoring
Reference	http://www.ourexperiment.org/racemic_pzq/525/Attempts_to_the_Bronstedtacid_catalysed_PictetSpengler_cyclization_using_NNbis35bistrifluoromethylphenylthiourea_MW44.html

+

→

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Reaction ID OEMW44-2

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	CDCl3
Limiting Reactant	0.15 M
Precipitate	No
Comments	0.1 eq thiourea cat; no conversion by H NMR monitoring
Reference	http://www.ourexperiment.org/racemic_pzq/525/Attempts_to_the_Bronstedtacid_catalysed_PictetSpengler_cyclization_using_NNbis35bistrifluoromethylphenylthiourea_MW44.html

+

→

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

praziquantel

Reaction ID OEMW44-3

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	CDCl3
Limiting Reactant	0.15 M
Precipitate	No
Comments	0.1 eq thiourea cat; no conversion by H NMR monitoring
Reference	http://www.ourexperiment.org/racemic_pzq/525/Attempts_to_the_Bronstedtacid_catalysed_PictetSpengler_cyclization_using_NNbis35bistrifluoromethylphenylthiourea_MW44.html

+

→

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Reaction ID OEMW44-4

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	CDCl3
Limiting Reactant	0.15 M
Precipitate	No
Comments	0.1 eq thiourea cat; no conversion by H NMR monitoring
Reference	http://www.ourexperiment.org/racemic_pzq/525/Attempts_to_the_Bronstedtacid_catalysed_PictetSpengler_cyclization_using_NNbis35bistrifluoromethylphenylthiourea_MW44.html

+

→

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Reaction ID OEMW45-2

Researcher	Michael Wolfle
Reaction Type	isomerization
Solvent	neat
Limiting Reactant	- M
Precipitate	No
Yield	- %
Comments	250C 80 min then chromatography
Reference	http://www.ourexperiment.org/racemic_pzq/583

→

Reaction ID OEMW45-3

Researcher	Michael Wolfle
Reaction Type	oxidation
Solvent	formic acid
Limiting Reactant	0.01 M
Precipitate	No
Comments	rt 2h then 6N HCl then extract into CHCl3 and EtOAc: no product by NMR
Reference	http://www.ourexperiment.org/racemic_pzq/587

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→

hydrogen peroxide

1-(2-sulfo-1-naphthyl)naphthalene-2-sulfonic acid

Reaction ID OEMW45-3a

Researcher	Michael Wolfle
Reaction Type	oxidation
Solvent	formic acid
Limiting Reactant	0.01 M
Precipitate	No
Comments	rt 2h then added water and evaporated - NMR shows mixture
Reference	http://www.ourexperiment.org/racemic_pzq/587

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→

hydrogen peroxide

1-(2-sulfo-1-naphthyl)naphthalene-2-sulfonic acid

Reaction ID OEMW45-3b

Researcher	Michael Wolfle
Reaction Type	oxidation
Solvent	formic acid
Limiting Reactant	0.01 M
Precipitate	No
Comments	rt 0.5h then added water and evaporated - NMR shows mixture with some product
Reference	http://www.ourexperiment.org/racemic_pzq/587

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→

hydrogen peroxide

1-(2-sulfo-1-naphthyl)naphthalene-2-sulfonic acid

Reaction ID OEMW45-3c

Researcher	Michael Wolfle
Reaction Type	oxidation
Solvent	formic acid
Limiting Reactant	0.025 M
Precipitate	No
Yield	- %
Comments	rt 20 min then added water and evaporated then dissolved in CHCl3 and filtered then evap and ran through ion exchange resin in methanol-water - characterization pending
Reference	http://www.ourexperiment.org/racemic_pzq/587

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→

hydrogen peroxide

1-(2-sulfo-1-naphthyl)naphthalene-2-sulfonic acid

Reaction ID UCEXP003B

Researcher	James Giammarco/ Alicia Holsey
Reaction Type	transamidation cyclization
Solvent	dichlorethane
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-003.html

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→

trifluoroacetic acid

Reaction ID UCEXP014B

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	dichlorethane
Limiting Reactant	0.2 M
Precipitate	No
Comments	reflux
Reference	http://usefulchem.wikispaces.com/Exp+014

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→

trifluoroacetic acid

Reaction ID UCEXP017B

Researcher	Linn Chen
Reaction Type	transamidation cyclization
Solvent	dichlorethane
Limiting Reactant	0.05 M
Precipitate	No
Comments	refluxed for 27 min before an acid work-up
Reference	http://usefulchem.wikispaces.com/EXP+017

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→

trifluoroacetic acid

Reaction ID UCEXP018B

Researcher	James Giammarco
Reaction Type	transamidation cyclization
Solvent	dichloroethane
Limiting Reactant	0.04 M
Precipitate	No
Comments	refluxed for 30 min before an acid work-up
Reference	http://usefulchem.wikispaces.com/EXP+018

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→

trifluoroacetic acid

Reaction ID UCEXP019B

Researcher	Linn Chen
Reaction Type	transamidation cyclization
Solvent	THF
Limiting Reactant	0.017 M
Precipitate	No
Comments	refluxed in THF (27mL) with TFA (3mL) for 30 min before an acid work-up
Reference	http://usefulchem.wikispaces.com/exp+019

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→

trifluoroacetic acid

Reaction ID UCEXP020B

Researcher	James Giammarco
Reaction Type	transamidation cyclization
Solvent	THF
Limiting Reactant	0.2 M
Precipitate	No
Comments	TFA (10%) in THF (30 mL)stirred under N2 for 20h
Reference	http://usefulchem.wikispaces.com/EXP020

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→

trifluoroacetic acid

Reaction ID UCEXP021B

Researcher	James Giammarco
Reaction Type	transamidation cyclization
Solvent	THF
Limiting Reactant	0.2 M
Precipitate	No
Comments	TFA (10%) in THF (30 mL)stirred under N2 for 20h
Reference	http://usefulchem.wikispaces.com/EXP021

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→

trifluoroacetic acid

Reaction ID UCEXP022B

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	methanol
Limiting Reactant	0.017 M
Precipitate	No
Comments	solution of acetylchloride (3ml) in methanol (27ml) stirred for 27h
Reference	http://usefulchem.wikispaces.com/Exp022

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→

acetyl chloride

Reaction ID UCEXP023C

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	methanol
Limiting Reactant	0.012 M
Precipitate	No
Comments	stirred for 24h in acetyl chloride (10%) methanol solution
Reference	http://usefulchem.wikispaces.com/Exp023

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→

acetyl chloride

Reaction ID UCEXP027B

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	dichloroethane
Limiting Reactant	0.2 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp027

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→

trifluoroacetic acid

Reaction ID UCExp060B

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	dichloroethane
Limiting Reactant	0.032 M
Precipitate	No
Comments	dichloroethane (9mL) and TFA (1mL) added to the Ugi product
Reference	http://usefulchem.wikispaces.com/Exp060

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→

trifluoroacetic acid

Reaction ID UCExp065

Researcher	Alicia Holsey/ Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	dichlorethane
Limiting Reactant	0.1 M
Precipitate	No
Comments	Furfuryl cleavage observed for the first time ever
Reference	http://usefulchem.wikispaces.com/Exp065

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→

trifluoroacetic acid

Reaction ID UCExp067

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Comments	furfuryl cleavage in 10% TFA
Reference	http://usefulchem.wikispaces.com/Exp067

+

→

trifluoroacetic acid

Reaction ID UCExp070

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Comments	furfuryl cleavage 50% TFA
Reference	http://usefulchem.wikispaces.com/Exp070

+

→

trifluoroacetic acid

Reaction ID UCExp072

Researcher	Alicia Holsey/ Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CD3OD
Limiting Reactant	0.1 M
Precipitate	No
Comments	Furfuryl cleavage observed again
Reference	http://usefulchem.wikispaces.com/Exp072

+

→

hydrochloric acid

Reaction ID UCExp079

Researcher	Alicia Holsey/ Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CD3OD
Limiting Reactant	0.125 M
Precipitate	No
Comments	No transamidation cycliation observed
Reference	http://usefulchem.wikispaces.com/Exp079

+

→

hydrochloric acid

Reaction ID UCExp087

Researcher	Khalid Mirza
Reaction Type	amine deprotection
Solvent	CDCl3
Limiting Reactant	0.144 M
Precipitate	Yes
Product	No
Comments	boc deprotection monitored by NMR
Reference	http://usefulchem.wikispaces.com/Exp087

+

→

trifluoroacetic acid

Reaction ID UCExp090

Researcher	Alicia Holsey
Reaction Type	transamidation cyclization
Solvent	dichlorethane
Limiting Reactant	0.1 M
Precipitate	No
Comments	No transamidation cycliation observed
Reference	http://usefulchem.wikispaces.com/Exp090

+

→

trifluoroacetic acid

Reaction ID UCExp091

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Yield	- %
Comments	Furfuryl cleavage follows first order kinetics
Reference	http://usefulchem.wikispaces.com/Exp091

+

→

trifluoroacetic acid

Reaction ID UCExp092

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Yield	- %
Comments	Furfuryl cleavage follows first order kinetics
Reference	http://usefulchem.wikispaces.com/Exp092

+

→

trifluoroacetic acid

Reaction ID UCExp097

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Yield	100 %
Comments	acid conc 50%; initially formed ammonium salt was treated with 10% NaOH
Reference	http://usefulchem.wikispaces.com/Exp097

+

→

trifluoroacetic acid

Reaction ID UCExp098

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Yield	18.5 %
Comments	acid conc 50%; initially formed ammonium salt was treated with 10% NaOH
Reference	http://usefulchem.wikispaces.com/Exp098

+

→

trifluoroacetic acid

Reaction ID UCExp101

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.2 M
Precipitate	No
Yield	- %
Comments	furfuryl amine derived tertiary amides are relatively more stable than their 5-methyl furfuryl analog
Reference	http://usefulchem.wikispaces.com/Exp101

+

→

trifluoroacetic acid

Reaction ID UCExp110

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Comments	The reaction almost stops after deprotection..after 5 days approximately 8% of the furfuryl cleavage product is observed
Reference	http://usefulchem.wikispaces.com/Exp110

+

→

trifluoroacetic acid

Reaction ID UCExp126B

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

1-pentyl isocyanide

21106066

Reaction ID UCExp127

Researcher	James Giammarco/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp127

+

→

trifluoroacetic acid

1-aminocyclohexane-1-carboxylic acid

Reaction ID UCEXP233-1

1-aminocyclohexane-1-carboxylic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.921 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24534439

Reaction ID UCEXP233-2

1-aminocyclohexane-1-carboxylic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.92 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24534440

Reaction ID UCEXP233-7

1-aminocyclohexane-1-carboxylic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.02 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24534439

Reaction ID UCEXP233-8

1-aminocyclohexane-1-carboxylic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24534440

1-heptylamine

Reaction ID UCExp126A

1-heptylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

n-butyl isocyanide

21106065

Reaction ID UCExp126B

1-heptylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

1-pentyl isocyanide

21106066

Reaction ID UCExp126C

1-heptylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

benzyl isocyanide

21106061

Reaction ID UCEXP131-4

1-heptylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.612 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

benzyl isocyanide

21106061

Reaction ID UCEXP131-8

1-heptylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.618 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

n-butyl isocyanide

21106065

Reaction ID UCEXP131-9

1-heptylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.61 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

1-pentyl isocyanide

21106066

Reaction ID UCEXP148A-V1B153

1-heptylamine

→

Reaction ID UCEXP180

1-heptylamine

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp180

+

+

+

→

acetic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105834

Reaction ID UCEXP182

1-heptylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Reactants Insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp182

+

+

+

→

furoic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21168529

Reaction ID UCEXP215A

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.661 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP216-7

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP221-1

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP231-8

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.833 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

glycolic acid

1-heptylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528188

Reaction ID UCExp236-15

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528288

Reaction ID UCExp238-08

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.74 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528310

Reaction ID UCExp238-20

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.775 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCExp238-32

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.572 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-heptylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528332

Reaction ID UCExp238-44

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.6 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528344

Reaction ID UCExp241-44

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.72 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528377

Reaction ID UCExp241-47

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.715 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528380

Reaction ID UCEXP251-3

1-heptylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	70.4 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

1-hexylamine

Reaction ID UCExp126D

1-hexylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

n-butyl isocyanide

21106063

Reaction ID UCExp126E

1-hexylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

1-pentyl isocyanide

21106064

Reaction ID UCEXP130-2

1-hexylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.728 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

1-hexylamine

2-naphthaldehyde

1-pentyl isocyanide

21106078

Reaction ID UCEXP131-6

1-hexylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.625 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

n-butyl isocyanide

21106063

Reaction ID UCEXP131-7

1-hexylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.617 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

1-pentyl isocyanide

21106064

Reaction ID UCExp135

1-hexylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.604 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp135

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

benzyl isocyanide

24746971

Reaction ID UCExp137F

1-hexylamine

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746979

Reaction ID UCExp139D

1-hexylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

2-hydroxyacetic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747076

Reaction ID UCExp149

1-hexylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp149

+

+

+

→

benzoic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747195

Reaction ID UCEXP181-064V2

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3-methylbut-2-enoic acid

1-hexylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528103

Reaction ID UCEXP181-078V2

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

1-hexylamine

2-hydroxybenzaldehyde

t-butyl isocyanide

24528114

Reaction ID UCEXP181-109V2

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

1-hexylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528139

Reaction ID UCEXP229-2

1-hexylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.667 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp229

+

+

+

→

boc-trp-OH

1-hexylamine

benzaldehyde

n-butyl isocyanide

24528183

Reaction ID UCExp236-07

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528280

Reaction ID UCExp236-28

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528301

Reaction ID UCExp238-09

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.794 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528311

Reaction ID UCExp238-21

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.831 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528321

Reaction ID UCExp238-33

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.616 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528333

Reaction ID UCExp241-29

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.729 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528366

Reaction ID UCEXP247-1

1-hexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.8 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528333

1-octylamine

Reaction ID UCExp125A

1-octylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

n-butyl isocyanide

21106072

Reaction ID UCExp125B

1-octylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

1-pentyl isocyanide

24747075

Reaction ID UCExp125C

1-octylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

benzyl isocyanide

21106062

Reaction ID UCEXP131-5

1-octylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.605 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

benzyl isocyanide

21106062

Reaction ID UCEXP134-3

1-octylamine

→

Reaction ID UCEXP134-4

1-octylamine

→

1-pentyl isocyanide

Reaction ID UCExp120

1-pentyl isocyanide

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp120

+

+

+

→

boc-trp-OH

furfurylamine

o-vanillin

1-pentyl isocyanide

24746825

Reaction ID UCExp121

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp121

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

o-vanillin

1-pentyl isocyanide

24746818

Reaction ID UCExp125B

1-pentyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

1-pentyl isocyanide

24747075

Reaction ID UCExp126B

1-pentyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

1-pentyl isocyanide

21106066

Reaction ID UCExp126E

1-pentyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

1-pentyl isocyanide

21106064

Reaction ID UCEXP130-2

1-pentyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.728 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

1-hexylamine

2-naphthaldehyde

1-pentyl isocyanide

21106078

Reaction ID UCEXP131-2

1-pentyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.623 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

furfurylamine

veratraldehyde

1-pentyl isocyanide

21106068

Reaction ID UCEXP131-3

1-pentyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

veratraldehyde

1-pentyl isocyanide

21106069

Reaction ID UCEXP131-7

1-pentyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.617 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

1-pentyl isocyanide

21106064

Reaction ID UCEXP131-9

1-pentyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.61 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

1-pentyl isocyanide

21106066

Reaction ID UCEXP134-2

1-pentyl isocyanide

→

Reaction ID UCEXP134-4

1-pentyl isocyanide

→

Reaction ID UCExp136

1-pentyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.604 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp136

+

+

+

→

boc-trp-OH

benzylamine

o-vanillin

1-pentyl isocyanide

24746972

Reaction ID UCEXP224-3

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

1-pentyl isocyanide

24747205

Reaction ID UCEXP225-3

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.888 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

1-pentyl isocyanide

24528159

Reaction ID UCEXP226-3

1-pentyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.519 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

1-pentyl isocyanide

24528167

Reaction ID UCEXP227-3

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.444 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

1-pentyl isocyanide

24528175

Reaction ID UCEXP232-03

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.099 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

1-pentyl isocyanide

24528190

Reaction ID UCEXP232-08

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

1-pentyl isocyanide

24528195

Reaction ID UCEXP232-13

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.029 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

1-pentyl isocyanide

24528200

Reaction ID UCEXP232-18

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.367 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

1-pentyl isocyanide

24528204

Reaction ID UCEXP232-23

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

1-pentyl isocyanide

24528209

Reaction ID UCEXP232-28

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.093 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

1-pentyl isocyanide

24528214

Reaction ID UCEXP232-33

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.111 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

1-pentyl isocyanide

24528219

Reaction ID UCEXP232-38

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

1-pentyl isocyanide

24528224

Reaction ID UCEXP232-43

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

1-pentyl isocyanide

24528229

Reaction ID UCEXP232-48

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

1-pentyl isocyanide

24528234

Reaction ID UCEXP232-53

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

1-pentyl isocyanide

24528239

Reaction ID UCEXP232-58

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

1-pentyl isocyanide

24528243

Reaction ID UCEXP232-63

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.07 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

1-pentyl isocyanide

24534418

Reaction ID UCEXP232-68

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

1-pentyl isocyanide

24528253

Reaction ID UCEXP232-73

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

1-pentyl isocyanide

24528258

Reaction ID UCExp240-06

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.559 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528347

Reaction ID UCExp240-12

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.776 M
Precipitate	Yes but 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528351

Reaction ID UCExp241-12

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.563 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1-pentyl isocyanide

24528358

Reaction ID UCExp241-13

1-pentyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.563 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1-pentyl isocyanide

24528358

Reaction ID UCExp242-10

1-pentyl isocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.424 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528382

Reaction ID UCExp242-5

1-pentyl isocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.432 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528386

1-phenylethanol

Reaction ID UCEXP243

1-phenylethanol

Researcher	Khalid Mirza/ Marshal Moritz
Reaction Type	NaH Oxidation
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp243

+

→

1-phenylethanol

sodium hydride

acetophenone

1-propylamine

Reaction ID UCEXP134-2

1-propylamine

→

Reaction ID UCExp137A

1-propylamine

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746976

Reaction ID UCExp138B

1-propylamine

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105597

Reaction ID UCExp139A

1-propylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

benzoic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747077

Reaction ID UCExp139F

1-propylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

2-chlorobenzoic acid

1-propylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747174

Reaction ID UCExp143D

1-propylamine

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

4-chlorophenylacetic acid

1-propylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24747189

Reaction ID UCEXP167A-V1B12

1-propylamine

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp167

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105597

Reaction ID UCEXP174G/V2B39

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

1-propylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

21106199

Reaction ID UCEXP177

1-propylamine

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp177

+

+

+

→

phenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105831

Reaction ID UCEXP181-063V2

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

1-propylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528102

Reaction ID UCEXP181-076V2

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

1-propylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528112

Reaction ID UCEXP224-1

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

t-butyl isocyanide

24747206

Reaction ID UCEXP224-2

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

n-butyl isocyanide

24747199

Reaction ID UCEXP224-3

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

1-pentyl isocyanide

24747205

Reaction ID UCEXP224-4

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

cyclohexylisocyanide

24747204

Reaction ID UCEXP224-5

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

benzyl isocyanide

24747203

Reaction ID UCEXP224-6

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

tosylmethyl isocyanide

24747202

Reaction ID UCEXP224-7

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

2-morpholinoethyl isocyanide

24747200

Reaction ID UCEXP224-8

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

2-chloro-6-methylphenyl isocyanide

24747201

Reaction ID UCExp236-13

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-propylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528286

Reaction ID UCExp238-11

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.965 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528313

Reaction ID UCExp238-23

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	2.009 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-propylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528323

Reaction ID UCExp238-35

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.753 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528335

Reaction ID UCExp241-40

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.749 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528375

Reaction ID UCEXP247-2

1-propylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528335

1-pyrenebutyric acid

Reaction ID UCEXP147-3

1-pyrenebutyric acid

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp+147

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCExp153

1-pyrenebutyric acid

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp153

+

+

+

→

1-pyrenebutyric acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747196

Reaction ID UCEXP171B/V2B2

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

o-vanillin

t-butyl isocyanide

21106056

Reaction ID UCEXP171D/V2B4

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

benzylamine

o-vanillin

t-butyl isocyanide

21105846

Reaction ID UCEXP171FV2B6

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes but reactants initially insoluble
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP171KV2B11

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP171LV2B-12

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106039

Reaction ID UCEXP173B/V2B14

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes but reactants initially insoluble
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP173C/V2B15

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21106044

Reaction ID UCEXP173D/V2B16

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

21106048

Reaction ID UCEXP173J/V2B22

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

21106038

Reaction ID UCEXP173P/V2B28

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

3-methoxybenzaldehyde

t-butyl isocyanide

21106050

Reaction ID UCEXP181-070V2

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

3-chloroaniline

2-methylbenzaldehyde

n-butyl isocyanide

24528530

Reaction ID UCEXP181-078V2

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

1-hexylamine

2-hydroxybenzaldehyde

t-butyl isocyanide

24528114

Reaction ID UCEXP181-083V2

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

21106208

Reaction ID UCEXP181-087V2

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

21106206

Reaction ID UCEXP186A

1-pyrenebutyric acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP186B

1-pyrenebutyric acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP186C

1-pyrenebutyric acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	dichloromethane
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP215C

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.662 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP215D

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.66 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP219-1

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol/THF
Limiting Reactant	1 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp219

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP219-2

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol/THF
Limiting Reactant	0.5 M
Precipitate	Yes
Product	Not determined
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp219

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP219-3

1-pyrenebutyric acid

Researcher	-
Reaction Type	-
Solvent	Khalid Mirza
Limiting Reactant	methanol/THF M
Precipitate	Yes
Product	but took over a day to dissolve all reactant
Comments	0.5
Reference	http://usefulchem.wikispaces.com/Exp219

→

Reaction ID UCEXP222-5

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP222-6

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP224-1

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

t-butyl isocyanide

24747206

Reaction ID UCEXP224-2

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

n-butyl isocyanide

24747199

Reaction ID UCEXP224-3

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

1-pentyl isocyanide

24747205

Reaction ID UCEXP224-4

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

cyclohexylisocyanide

24747204

Reaction ID UCEXP224-5

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

benzyl isocyanide

24747203

Reaction ID UCEXP224-6

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

tosylmethyl isocyanide

24747202

Reaction ID UCEXP224-7

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

2-morpholinoethyl isocyanide

24747200

Reaction ID UCEXP224-8

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

2-chloro-6-methylphenyl isocyanide

24747201

Reaction ID UCEXP226-1

1-pyrenebutyric acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.523 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

24528165

Reaction ID UCEXP226-2

1-pyrenebutyric acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.525 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

n-butyl isocyanide

24528166

Reaction ID UCEXP226-3

1-pyrenebutyric acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.519 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

1-pentyl isocyanide

24528167

Reaction ID UCEXP226-4

1-pyrenebutyric acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.52 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

cyclohexylisocyanide

24528168

Reaction ID UCEXP226-5

1-pyrenebutyric acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.52 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

benzyl isocyanide

24528169

Reaction ID UCEXP226-6

1-pyrenebutyric acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.501 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

24528170

Reaction ID UCEXP226-7

1-pyrenebutyric acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.516 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

2-morpholinoethyl isocyanide

24528171

Reaction ID UCEXP226-8

1-pyrenebutyric acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.434 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

2-chloro-6-methylphenyl isocyanide

24528172

Reaction ID UCEXP227-1

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.261 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

t-butyl isocyanide

24528173

Reaction ID UCEXP227-2

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.453 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

n-butyl isocyanide

24528174

Reaction ID UCEXP227-3

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.444 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

1-pentyl isocyanide

24528175

Reaction ID UCEXP227-4

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.445 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

cyclohexylisocyanide

24528176

Reaction ID UCEXP227-5

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.446 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

benzyl isocyanide

24528177

Reaction ID UCEXP227-6

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.251 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

tosylmethyl isocyanide

24528178

Reaction ID UCEXP227-7

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.439 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

2-morpholinoethyl isocyanide

24528179

Reaction ID UCEXP227-8

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.434 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

2-chloro-6-methylphenyl isocyanide

24528180

Reaction ID UCEXP228-7

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.67 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP231-3

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.75 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP231-7

1-pyrenebutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.667 M
Precipitate	Yes
Product	Pending
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

1-pyrenebutyric acid

furfurylamine

2-furaldehyde

n-butyl isocyanide

24528187

1,1,3,3-tetramethylbutyl isocyanide

Reaction ID UCEXP232-05

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528192

Reaction ID UCEXP232-10

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528197

Reaction ID UCEXP232-15

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528201

Reaction ID UCEXP232-20

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528206

Reaction ID UCEXP232-25

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528211

Reaction ID UCEXP232-30

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528216

Reaction ID UCEXP232-35

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528221

Reaction ID UCEXP232-40

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528226

Reaction ID UCEXP232-45

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528231

Reaction ID UCEXP232-50

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528236

Reaction ID UCEXP232-55

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528241

Reaction ID UCEXP232-60

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

1,1,3,3-tetramethylbutyl isocyanide

24528245

Reaction ID UCEXP232-65

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24534420

Reaction ID UCEXP232-70

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528255

Reaction ID UCEXP232-75

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528260

Reaction ID UCExp240-04

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.458 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

21782583

Reaction ID UCExp240-10

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.646 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528349

Reaction ID UCExp241-10

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.548 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528357

Reaction ID UCExp241-11

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.548 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528357

Reaction ID UCExp242-4

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.414 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528385

Reaction ID UCExp242-9

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.406 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528390

Reaction ID UCExp245-09

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.492 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528395

Reaction ID UCExp245-10

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.683 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528395

Reaction ID UCExp245-15

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.486 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528398

Reaction ID UCExp245-16

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.673 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528398

Reaction ID UCExp245-25

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528403

Reaction ID UCExp245-26

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.038 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528403

Reaction ID UCExp245-29

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.503 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528405

Reaction ID UCExp245-30

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.013 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528405

Reaction ID UCExp245-35

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.492 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528408

Reaction ID UCExp245-36

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.683 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528408

Reaction ID UCEXP246

1,1,3,3-tetramethylbutyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.44 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp246

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

21782583

1,10-phenanthroline

Reaction ID SPUGI_001

1,10-phenanthroline

Researcher	Sebastian Petrik
Reaction Type	nitration
Solvent	sulfuric acid
Limiting Reactant	0.7 M
Precipitate	Yes
Yield	58 %
Comments	7 eq. nitric acid at 160C; 4h then add ice; basify then acidify and filter precipitate
Reference	http://sebastianpetrik.wikispaces.com/SPUGI_001

+

→

1,10-phenanthroline

nitric acid

5-nitro-1,10-phenanthroline

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Reaction ID OEMW44-1

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	CDCl3
Limiting Reactant	0.15 M
Precipitate	No
Comments	0.1 eq thiourea cat; no conversion by H NMR monitoring
Reference	http://www.ourexperiment.org/racemic_pzq/525/Attempts_to_the_Bronstedtacid_catalysed_PictetSpengler_cyclization_using_NNbis35bistrifluoromethylphenylthiourea_MW44.html

+

→

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Reaction ID OEMW44-2

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	CDCl3
Limiting Reactant	0.15 M
Precipitate	No
Comments	0.1 eq thiourea cat; no conversion by H NMR monitoring
Reference	http://www.ourexperiment.org/racemic_pzq/525/Attempts_to_the_Bronstedtacid_catalysed_PictetSpengler_cyclization_using_NNbis35bistrifluoromethylphenylthiourea_MW44.html

+

→

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

praziquantel

Reaction ID OEMW44-3

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	CDCl3
Limiting Reactant	0.15 M
Precipitate	No
Comments	0.1 eq thiourea cat; no conversion by H NMR monitoring
Reference	http://www.ourexperiment.org/racemic_pzq/525/Attempts_to_the_Bronstedtacid_catalysed_PictetSpengler_cyclization_using_NNbis35bistrifluoromethylphenylthiourea_MW44.html

+

→

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Reaction ID OEMW44-4

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	CDCl3
Limiting Reactant	0.15 M
Precipitate	No
Comments	0.1 eq thiourea cat; no conversion by H NMR monitoring
Reference	http://www.ourexperiment.org/racemic_pzq/525/Attempts_to_the_Bronstedtacid_catalysed_PictetSpengler_cyclization_using_NNbis35bistrifluoromethylphenylthiourea_MW44.html

+

→

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

2-(4-methylphenyl)propionicacid

Reaction ID UCExp114

2-(4-methylphenyl)propionicacid

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp114

+

+

+

→

2-(4-methylphenyl)propionicacid

methylamine

2-furaldehyde

benzyl isocyanide

24746830

Reaction ID UCExp115

2-(4-methylphenyl)propionicacid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp115

+

+

+

→

2-(4-methylphenyl)propionicacid

methylamine

2-furaldehyde

benzyl isocyanide

24746830

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Reaction ID SLEXP300-5

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	sulfuric acid
Limiting Reactant	1 M
Precipitate	No
Yield	94 %
Comments	HCl salt used; 0C; 3h
Reference	http://www.thesynapticleap.org/node/300

→

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

praziquanamine

Reaction ID SLEXP306-1

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	toluene
Limiting Reactant	0.07 M
Precipitate	No
Comments	HCl salt used; 0.2 eq. phenylphosphinic acid; rt; 26h; no reaction
Reference	http://www.thesynapticleap.org/node/306

→

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

praziquanamine

Reaction ID SLEXP306-2

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	toluene
Limiting Reactant	0.07 M
Precipitate	No
Comments	HCl salt used; 0.2 eq. phenylphosphinic acid; reflux; 2h; no reaction
Reference	http://www.thesynapticleap.org/node/306

→

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

praziquanamine

Reaction ID SLEXP306-3

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	toluene
Limiting Reactant	0.07 M
Precipitate	No
Comments	HCl salt used; 0.2 eq. phenylphosphinic acid; reflux; 3d; decomp.
Reference	http://www.thesynapticleap.org/node/306

→

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

praziquanamine

Reaction ID SLEXP306-4

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	toluene
Limiting Reactant	0.07 M
Precipitate	No
Comments	HCl salt used; 1.2 eq. phenylphosphinic acid; rt; 26h; no reaction
Reference	http://www.thesynapticleap.org/node/306

→

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

praziquanamine

Reaction ID SLEXP306-5

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	toluene
Limiting Reactant	0.07 M
Precipitate	No
Comments	HCl salt used; 1.2 eq. phenylphosphinic acid; reflux; 12h; no reaction
Reference	http://www.thesynapticleap.org/node/306

→

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

praziquanamine

Reaction ID SLEXP306-6

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	dichloroethane
Limiting Reactant	0.07 M
Precipitate	No
Comments	HCl salt used; 1.2 eq. phenylphosphinic acid; reflux; 3d; no reaction
Reference	http://www.thesynapticleap.org/node/306

→

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

praziquanamine

Reaction ID SLEXP306-7

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	toluene
Limiting Reactant	0.07 M
Precipitate	No
Comments	HCl salt used; 1.2 eq. p-TsOH; reflux; 7h; decomp.
Reference	http://www.thesynapticleap.org/node/306

→

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

praziquanamine

Reaction ID SLEXP306-8

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	Pictet-Spengler cyclization
Solvent	dichloroethane
Limiting Reactant	0.07 M
Precipitate	No
Comments	HCl salt used; 1.2 eq. p-TsOH; reflux; 3d; decomp.
Reference	http://www.thesynapticleap.org/node/306

→

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

praziquanamine

2-chloro-5-nitrobenzaldehyde

Reaction ID UCExp140B

2-chloro-5-nitrobenzaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp140

+

+

+

→

4-chlorophenylacetic acid

furfurylamine

2-chloro-5-nitrobenzaldehyde

n-butyl isocyanide

24747184

2-chloro-6-methylphenyl isocyanide

Reaction ID UCEXP224-8

2-chloro-6-methylphenyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

2-chloro-6-methylphenyl isocyanide

24747201

Reaction ID UCEXP225-8

2-chloro-6-methylphenyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.868 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

2-chloro-6-methylphenyl isocyanide

24528164

Reaction ID UCEXP226-8

2-chloro-6-methylphenyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.434 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

2-chloro-6-methylphenyl isocyanide

24528172

Reaction ID UCEXP227-8

2-chloro-6-methylphenyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.434 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

2-chloro-6-methylphenyl isocyanide

24528180

2-chloro-N-(2-phenylethyl)acetamide

Reaction ID SLEXP299-4

2-chloro-N-(2-phenylethyl)acetamide

Researcher	Michael Wolfle
Reaction Type	amination
Solvent	toluene
Limiting Reactant	1 M
Precipitate	No
Yield	79 %
Comments	reflux 2h then HCl/ether
Reference	http://www.thesynapticleap.org/node/299

+

→

2-chloro-N-(2-phenylethyl)acetamide

aminoacetaldehyde dimethyl acetal

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

2-chloroaniline

Reaction ID UCExp137E

2-chloroaniline

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746978

Reaction ID UCEXP173N/V2B26

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

decanoic acid

2-chloroaniline

o-vanillin

tosylmethyl isocyanide

21105847

Reaction ID UCEXP181-081V2

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

2-chloroaniline

2-naphthaldehyde

t-butyl isocyanide

24528117

Reaction ID UCEXP181-092V2

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

decanoic acid

2-chloroaniline

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528124

Reaction ID UCEXP181-099V2

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

2-chloroaniline

4-methoxybenzaldehyde

tosylmethyl isocyanide

24528130

Reaction ID UCEXP181-122V2

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

2-chloroaniline

veratraldehyde

tosylmethyl isocyanide

24534443

Reaction ID UCExp236-09

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

2-chloroaniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528282

Reaction ID UCExp238-01

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.881 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528303

Reaction ID UCExp238-13

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.921 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528315

Reaction ID UCExp238-25

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.686 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

2-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528325

Reaction ID UCExp238-37

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.718 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

2-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528337

Reaction ID UCExp241-31

2-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.743 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

2-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528368

Reaction ID UCExp262-3

2-chloroaniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	1.62 M
Precipitate	No
Comments	reaction never went to completion
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

2-chloroaniline

vanillin

4-[(E)-(2-chlorophenyl)iminomethyl]-2-methoxy-phenol

Reaction ID UCExp262-4

2-chloroaniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	2.88 M
Precipitate	Yes
Product	No
Comments	aldehyde oxidized to acid
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

2-chloroaniline

4-chlorobenzaldehyde

N-(2-chlorophenyl)-1-(4-chlorophenyl)methanimine

Reaction ID UCExp262-4-Actual

2-chloroaniline

Researcher	Evan Curtin
Reaction Type	oxidation
Solvent	ethanol
Limiting Reactant	2.88 M
Precipitate	Yes
Yield	23 %
Comments	aldehyde oxidized to acid
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

2-chloroaniline

4-chlorobenzaldehyde

4-chlorobenzoic acid

2-chlorobenzoic acid

Reaction ID UCExp139F

2-chlorobenzoic acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

2-chlorobenzoic acid

1-propylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747174

2-ethylbutyraldehyde

Reaction ID UCEXP232-71

2-ethylbutyraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

t-butyl isocyanide

24528256

Reaction ID UCEXP232-72

2-ethylbutyraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

n-butyl isocyanide

24528257

Reaction ID UCEXP232-73

2-ethylbutyraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

1-pentyl isocyanide

24528258

Reaction ID UCEXP232-74

2-ethylbutyraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

cyclohexylisocyanide

24528259

Reaction ID UCEXP232-75

2-ethylbutyraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528260

2-furaldehyde

Reaction ID UCExp114

2-furaldehyde

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp114

+

+

+

→

2-(4-methylphenyl)propionicacid

methylamine

2-furaldehyde

benzyl isocyanide

24746830

Reaction ID UCExp115

2-furaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp115

+

+

+

→

2-(4-methylphenyl)propionicacid

methylamine

2-furaldehyde

benzyl isocyanide

24746830

Reaction ID UCExp146B

2-furaldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp146

+

+

+

→

2,3-dihydroxybenzoic acid

furfurylamine

2-furaldehyde

tosylmethyl isocyanide

24747194

Reaction ID UCEXP231-7

2-furaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.667 M
Precipitate	Yes
Product	Pending
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

1-pyrenebutyric acid

furfurylamine

2-furaldehyde

n-butyl isocyanide

24528187

Reaction ID UCEXP232-31

2-furaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

t-butyl isocyanide

24528217

Reaction ID UCEXP232-32

2-furaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

n-butyl isocyanide

24528218

Reaction ID UCEXP232-33

2-furaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.111 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

1-pentyl isocyanide

24528219

Reaction ID UCEXP232-34

2-furaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

cyclohexylisocyanide

24528220

Reaction ID UCEXP232-35

2-furaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528221

Reaction ID UCExp241-03

2-furaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.512 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2-furaldehyde

benzyl isocyanide

24534403

2-hydroxyacetic acid

Reaction ID UCExp139D

2-hydroxyacetic acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

2-hydroxyacetic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747076

2-hydroxybenzaldehyde

Reaction ID UCEXP171IV2B9

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106055

Reaction ID UCEXP173D/V2B16

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

21106048

Reaction ID UCEXP174D/V2B35

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

benzoic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106202

Reaction ID UCEXP174E/V2B36

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

boc-trp-OH

methylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

21106201

Reaction ID UCEXP174Q/V2B50

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

butyric acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106191

Reaction ID UCEXP174R/V2B51

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

dl-mandelic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106190

Reaction ID UCEXP174T/V2B53

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,5-dimethoxyphenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106185

Reaction ID UCEXP181-063V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

1-propylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528102

Reaction ID UCEXP181-078V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

1-hexylamine

2-hydroxybenzaldehyde

t-butyl isocyanide

24528114

Reaction ID UCEXP181-085V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,5-dimethoxyphenylacetic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528120

Reaction ID UCEXP181-089V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

hexanoic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528122

Reaction ID UCEXP181-093V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

hexanoic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528125

Reaction ID UCEXP181-097V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528128

Reaction ID UCEXP181-107V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528137

Reaction ID UCEXP181-110V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528140

Reaction ID UCEXP181-124V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3-(4-methoxyphenyl)propionic acid

benzylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528152

Reaction ID UCEXP232-36

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

t-butyl isocyanide

24528222

Reaction ID UCEXP232-37

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

24528223

Reaction ID UCEXP232-38

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

1-pentyl isocyanide

24528224

Reaction ID UCEXP232-39

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

cyclohexylisocyanide

24528225

Reaction ID UCEXP232-40

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528226

2-hydroxybenzaldehyde

Reaction ID UCEXP171EV2B5

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106047

Reaction ID UCEXP173A/V2B13

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

4-chlorophenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106046

Reaction ID UCEXP181-057V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

methylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528098

Reaction ID UCEXP181-060V2

2-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528100

2-methoxy-1-naphthaldehyde

Reaction ID UCExp139K

2-methoxy-1-naphthaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

furoic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24747181

Reaction ID UCExp143E

2-methoxy-1-naphthaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

glycolic acid

t-butylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24747188

Reaction ID UCExp168

2-methoxy-1-naphthaldehyde

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp168

+

+

+

→

formic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105598

Reaction ID UCExp172

2-methoxy-1-naphthaldehyde

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp172

+

+

+

→

formic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105598

Reaction ID UCEXP231-8

2-methoxy-1-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.833 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

glycolic acid

1-heptylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528188

2-methylbenzaldehyde

Reaction ID UCExp116C

2-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

5-methylfurfurylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24747207

Reaction ID UCExp122

2-methylbenzaldehyde

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp122

+

+

+

→

formic acid

methylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24746814

Reaction ID UCExp143D

2-methylbenzaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

4-chlorophenylacetic acid

1-propylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24747189

Reaction ID UCEXP181-059V2

2-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24528099

Reaction ID UCEXP181-070V2

2-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

3-chloroaniline

2-methylbenzaldehyde

n-butyl isocyanide

24528530

Reaction ID UCEXP232-41

2-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

t-butyl isocyanide

24528227

Reaction ID UCEXP232-42

2-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

n-butyl isocyanide

24528228

Reaction ID UCEXP232-43

2-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

1-pentyl isocyanide

24528229

Reaction ID UCEXP232-44

2-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

cyclohexylisocyanide

24528230

Reaction ID UCEXP232-45

2-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528231

Reaction ID UCExp241-22

2-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.578 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2-methylbenzaldehyde

t-butyl isocyanide

24528363

2-morpholinoethyl isocyanide

Reaction ID UCEXP027A

2-morpholinoethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp027

+

+

+

→

boc-gly-OH

t-butylamine

formaldehyde

2-morpholinoethyl isocyanide

24746793

Reaction ID UCEXP028

2-morpholinoethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	1M aq.LiCl
Limiting Reactant	0.04 M
Precipitate	No
Comments	aqueous reaction mixture was stirred for 4h
Reference	http://usefulchem.wikispaces.com/Exp028

+

+

+

→

boc-gly-OH

t-butylamine

formaldehyde

2-morpholinoethyl isocyanide

24746793

Reaction ID UCEXP030

2-morpholinoethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	aldehyd; amine and acid in methanol was stirred for 10min then isocyanide added to the reaction mixture and stirred for 24.5h
Reference	http://usefulchem.wikispaces.com/Exp030

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

2-morpholinoethyl isocyanide

24746790

Reaction ID UCEXP032

2-morpholinoethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.33 M
Precipitate	No
Comments	a preformed aldimine of t-butylamine and phenylacetaldehyde was stirred with the acid and isonitrile for 24h
Reference	http://usefulchem.wikispaces.com/Exp032

+

+

+

→

boc-Met-OH

t-butylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746792

Reaction ID UCEXP034

2-morpholinoethyl isocyanide

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	aldehyde and amine mixed for 10min then acid and isonitrile added along with CDCl3 in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp034

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746795

Reaction ID UCEXP038

2-morpholinoethyl isocyanide

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	1.56 M
Precipitate	No
Comments	reaction run in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp038

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746795

Reaction ID UCEXP045

2-morpholinoethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	1.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp045

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

2-morpholinoethyl isocyanide

24746794

Reaction ID UCEXP046

2-morpholinoethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp046

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

2-morpholinoethyl isocyanide

24746794

Reaction ID UCEXP048

2-morpholinoethyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp048

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

2-morpholinoethyl isocyanide

24746790

Reaction ID UCEXP224-7

2-morpholinoethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

2-morpholinoethyl isocyanide

24747200

Reaction ID UCEXP225-7

2-morpholinoethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.879 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

2-morpholinoethyl isocyanide

24528163

Reaction ID UCEXP226-7

2-morpholinoethyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.516 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

2-morpholinoethyl isocyanide

24528171

Reaction ID UCEXP227-7

2-morpholinoethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.439 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

2-morpholinoethyl isocyanide

24528179

2-naphthaldehyde

Reaction ID UCExp119A

2-naphthaldehyde

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp119

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCExp119B

2-naphthaldehyde

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp119

+

+

+

→

acetic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24746820

Reaction ID UCEXP130-1

2-naphthaldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.751 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

5-methylfurfurylamine

2-naphthaldehyde

n-butyl isocyanide

21106081

Reaction ID UCEXP130-2

2-naphthaldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.728 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

1-hexylamine

2-naphthaldehyde

1-pentyl isocyanide

21106078

Reaction ID UCEXP130-4

2-naphthaldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.725 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCEXP130-5

2-naphthaldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.734 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

n-butyl isocyanide

21106079

Reaction ID UCExp145

2-naphthaldehyde

Researcher	Khalid Mirza/ Tim Bohinski
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp145

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCEXP147-3

2-naphthaldehyde

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp+147

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP171FV2B6

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes but reactants initially insoluble
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP171GV2B7

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106054

Reaction ID UCEXP173H/V2B20

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106053

Reaction ID UCEXP174H/V2B40

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106188

Reaction ID UCEXP181-069V2

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

aniline

2-naphthaldehyde

tosylmethyl isocyanide

24528108

Reaction ID UCEXP181-081V2

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

2-chloroaniline

2-naphthaldehyde

t-butyl isocyanide

24528117

Reaction ID UCEXP181-106V2

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24528136

Reaction ID UCEXP181-108V2

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24528138

Reaction ID UCEXP181-115V2

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

3-chloroaniline

2-naphthaldehyde

t-butyl isocyanide

24528144

Reaction ID UCEXP215C

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.662 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP216-8

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

3-phenylbutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21432164

Reaction ID UCEXP219-1

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol/THF
Limiting Reactant	1 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp219

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP231-3

2-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.75 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

2-phenylbutyric acid

Reaction ID UCEXP174M/V2B45

2-phenylbutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2-phenylbutyric acid

3-chloroaniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106194

2-phenylethyl isocyanide

Reaction ID OEMW36-1

2-phenylethyl isocyanide

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.5 M
Precipitate	No
Yield	66 %
Comments	paraformaldehyde used; 24h rt then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/321

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-2

2-phenylethyl isocyanide

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	84 %
Comments	paraformaldehyde used; 60C 7h then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-3

2-phenylethyl isocyanide

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	65 %
Comments	paraformaldehyde used; rt 22h with 0.05 eq pTsOH then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-4

2-phenylethyl isocyanide

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	88 %
Comments	paraformaldehyde used; rt 22h with 0.05 eq zinc triflate then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-5

2-phenylethyl isocyanide

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	76 %
Comments	paraformaldehyde used (2 eq); rt 22h then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

2-phenylethyl isocyanide

Reaction ID OEMW51-1

2-phenylethyl isocyanide

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	-
Comments	paraformaldehyde used; reaction not yet started
Reference	http://www.ourexperiment.org/racemic_pzq/1555/Preparation_of_the_Nbenzoylprotected_Ugiintermediate_MW511.html

+

+

+

→

benzoic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

24789663

2-phenylethyl isocyanide

Reaction ID UCExp258

2-phenylethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.15 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp258

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

2-phenylethylamine

Reaction ID SLEXP298-2

2-phenylethylamine

Researcher	Michael Wolfle
Reaction Type	amidation
Solvent	dichloromethane
Limiting Reactant	0.625 M
Precipitate	No
Yield	91 %
Comments	-
Reference	http://www.thesynapticleap.org/node/298

+

+

→

2-phenylethylamine

chloroacetyl chloride

sodium bicarbonate

2-chloro-N-(2-phenylethyl)acetamide

2-phenylpropionaldehyde

Reaction ID UCEXP232-61

2-phenylpropionaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

t-butyl isocyanide

24534409

Reaction ID UCEXP232-62

2-phenylpropionaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

n-butyl isocyanide

24534417

Reaction ID UCEXP232-63

2-phenylpropionaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.07 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

1-pentyl isocyanide

24534418

Reaction ID UCEXP232-64

2-phenylpropionaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

cyclohexylisocyanide

24534419

Reaction ID UCEXP232-65

2-phenylpropionaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24534420

2,3-dihydroxybenzoic acid

Reaction ID UCExp138C

2,3-dihydroxybenzoic acid

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

2,3-dihydroxybenzoic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

24746974

Reaction ID UCExp146B

2,3-dihydroxybenzoic acid

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp146

+

+

+

→

2,3-dihydroxybenzoic acid

furfurylamine

2-furaldehyde

tosylmethyl isocyanide

24747194

Reaction ID UCEXP147-1V2B1

2,3-dihydroxybenzoic acid

→

Reaction ID UCEXP171A/V2B1

2,3-dihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	Impurities found
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105839

Reaction ID UCEXP173F/V2B18

2,3-dihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

2,3-dihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106041

Reaction ID UCEXP181-098V2

2,3-dihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-hydroxybenzaldehyde

tosylmethyl isocyanide

24528129

Reaction ID UCEXP181-112V2

2,3-dihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

24528141

Reaction ID UCEXP181-116V2

2,3-dihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

24528145

2,4-dimethylbenzaldehyde

Reaction ID UCExp116D

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

methylamine

2,4-dimethylbenzaldehyde

tosylmethyl isocyanide

24746829

Reaction ID UCEXP181-087V2

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

21106206

Reaction ID UCExp236-18

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.858 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528291

Reaction ID UCExp236-27

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.617 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528300

Reaction ID UCExp241-18

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.571 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528361

Reaction ID UCExp241-26

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.573 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2,4-dimethylbenzaldehyde

n-butyl isocyanide

24528365

Reaction ID UCExp241-35

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.737 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

t-butylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528371

Reaction ID UCExp241-40

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.749 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528375

Reaction ID UCExp241-46

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.736 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528379

Reaction ID UCExp241-48

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.734 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

benzylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528381

2,4-dimethylbenzaldehyde

Reaction ID UCEXP228-3

2,4-dimethylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.551 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

2,4-dimethylbenzaldehyde

n-butyl isocyanide

24534188

2,4,6-trihydroxybenzoic acid

Reaction ID UCEXP151-1V2B10

2,4,6-trihydroxybenzoic acid

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp151

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106049

Reaction ID UCEXP171C/V2B3

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

21106040

Reaction ID UCEXP171HV2B8

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

21105832

Reaction ID UCEXP171JV2B10

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106049

Reaction ID UCEXP174H/V2B40

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106188

Reaction ID UCEXP174L/V2B44

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

21106195

Reaction ID UCEXP181-056V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528097

Reaction ID UCEXP181-066V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528105

Reaction ID UCEXP181-069V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

aniline

2-naphthaldehyde

tosylmethyl isocyanide

24528108

Reaction ID UCEXP181-077V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

5-methylfurfurylamine

3-methoxybenzaldehyde

n-butyl isocyanide

24528113

Reaction ID UCEXP181-079V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528115

Reaction ID UCEXP181-080V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	Not determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

aniline

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528116

Reaction ID UCEXP181-101V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528132

Reaction ID UCEXP181-111V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528534

Reaction ID UCEXP181-114V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528143

Reaction ID UCEXP181-117V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed; hydrate of acid used
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

veratraldehyde

tosylmethyl isocyanide

24534442

Reaction ID UCEXP181-120V2

2,4,6-trihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,5-bis(trifluoromethyl)benzaldehyde

tosylmethyl isocyanide

24528149

2,5-dimethoxyphenylacetic acid

Reaction ID UCEXP174T/V2B53

2,5-dimethoxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,5-dimethoxyphenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106185

Reaction ID UCEXP181-085V2

2,5-dimethoxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,5-dimethoxyphenylacetic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528120

2,6-dihydroxybenzoic acid

Reaction ID UCEXP181-055V2

2,6-dihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,6-dihydroxybenzoic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528096

Reaction ID UCEXP181-072V2

2,6-dihydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,6-dihydroxybenzoic acid

methylamine

4-(trifluoromethyl)benzaldehyde

tosylmethyl isocyanide

21106207

3-(4-methoxyphenyl)propionic acid

Reaction ID UCEXP155B-V1B159

3-(4-methoxyphenyl)propionic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.674 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp155

+

+

+

→

3-(4-methoxyphenyl)propionic acid

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

21106074

Reaction ID UCEXP181-124V2

3-(4-methoxyphenyl)propionic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3-(4-methoxyphenyl)propionic acid

benzylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528152

3-chloroaniline

Reaction ID UCExp139E

3-chloroaniline

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

phenylacetic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747178

Reaction ID UCEXP171EV2B5

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106047

Reaction ID UCEXP174M/V2B45

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2-phenylbutyric acid

3-chloroaniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106194

Reaction ID UCEXP174Q/V2B50

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

butyric acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106191

Reaction ID UCEXP174R/V2B51

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

dl-mandelic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106190

Reaction ID UCEXP181-070V2

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

3-chloroaniline

2-methylbenzaldehyde

n-butyl isocyanide

24528530

Reaction ID UCEXP181-085V2

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,5-dimethoxyphenylacetic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528120

Reaction ID UCEXP181-089V2

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

hexanoic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528122

Reaction ID UCEXP181-113V2

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

3-chloroaniline

veratraldehyde

tosylmethyl isocyanide

24528142

Reaction ID UCEXP181-115V2

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

3-chloroaniline

2-naphthaldehyde

t-butyl isocyanide

24528144

Reaction ID UCEXP181-121V2

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-chlorophenylacetic acid

3-chloroaniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528150

Reaction ID UCEXP215G

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF + methanol
Limiting Reactant	0.291 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

chloroacetic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

benzyl isocyanide

24528156

Reaction ID UCExp236-02

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528276

Reaction ID UCExp236-08

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528281

Reaction ID UCExp236-23

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528296

Reaction ID UCExp236-25

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.615 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528298

Reaction ID UCExp238-02

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.879 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528304

Reaction ID UCExp238-14

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.919 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528316

Reaction ID UCExp238-26

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.684 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

3-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528326

Reaction ID UCExp238-38

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.716 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528338

Reaction ID UCExp241-33

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.747 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528370

Reaction ID UCExp241-46

3-chloroaniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.736 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528379

3-hydroxybenzaldehyde

Reaction ID UCExp144B

3-hydroxybenzaldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

benzylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24747191

Reaction ID UCEXP173I/V3B21

3-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

21106052

Reaction ID UCEXP173L/V2B24

3-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

21106051

Reaction ID UCEXP174N/V2B46

3-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

boc-trp-OH

methylamine

3-hydroxybenzaldehyde

n-butyl isocyanide

21106193

Reaction ID UCEXP181-066V2

3-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528105

Reaction ID UCEXP181-086V2

3-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528121

Reaction ID UCEXP181-102V2

3-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528533

3-hydroxybenzaldehyde

Reaction ID UCEXP228-2

3-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.265 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

3-hydroxybenzaldehyde

n-butyl isocyanide

24528182

3-methoxybenzaldehyde

Reaction ID UCEXP173P/V2B28

3-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

3-methoxybenzaldehyde

t-butyl isocyanide

21106050

Reaction ID UCEXP174B/V2B33

3-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

21106204

Reaction ID UCEXP174P/V2B49

3-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

21106192

Reaction ID UCEXP181-077V2

3-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

5-methylfurfurylamine

3-methoxybenzaldehyde

n-butyl isocyanide

24528113

Reaction ID UCEXP181-080V2

3-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	Not determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

aniline

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528116

Reaction ID UCEXP181-084V2

3-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

benzylamine

3-methoxybenzaldehyde

n-butyl isocyanide

24528119

Reaction ID UCEXP181-092V2

3-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

decanoic acid

2-chloroaniline

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528124

Reaction ID UCEXP181-096V2

3-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528127

Reaction ID UCEXP181-109V2

3-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

1-hexylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528139

3-methylbut-2-enoic acid

Reaction ID UCEXP181-064V2

3-methylbut-2-enoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3-methylbut-2-enoic acid

1-hexylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528103

3-nitrobenzoic acid

Reaction ID UCExp143B

3-nitrobenzoic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

3-nitrobenzoic acid

methylamine

benzaldehyde

tosylmethyl isocyanide

24747187

3-nitropropanoic acid

Reaction ID CSSP485

3-nitropropanoic acid

Researcher	Sirin Gulten
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.15 M
Precipitate	No
Yield	75 %
Comments	rt 28h then evap then wash with ether
Reference	http://cssp.chemspider.com/Article.aspx?id=485

+

+

+

→

3-nitropropanoic acid

allylamine

benzaldehyde

cyclohexyl isocyanide

25027159

3-phenylbutyric acid

Reaction ID UCEXP216-8

3-phenylbutyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

3-phenylbutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21432164

3,3'-dichloropivalic acid

Reaction ID UCExp236-01

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528275

Reaction ID UCExp236-02

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528276

Reaction ID UCExp236-03

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528277

Reaction ID UCExp236-07

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528280

Reaction ID UCExp236-09

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

2-chloroaniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528282

Reaction ID UCExp236-13

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-propylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528286

Reaction ID UCExp236-14

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.856 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528287

Reaction ID UCExp236-15

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528288

Reaction ID UCExp236-17

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

aniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528290

Reaction ID UCExp236-18

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.858 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528291

Reaction ID UCExp236-22

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528295

Reaction ID UCExp236-25

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.615 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528298

Reaction ID UCExp236-26

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.612 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

benzylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528299

Reaction ID UCExp236-27

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.617 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528300

Reaction ID UCExp236-29

3,3'-dichloropivalic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

cyclohexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528302

3,4-dihydroxybenzaldehyde

Reaction ID UCEXP018A

3,4-dihydroxybenzaldehyde

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 18h
Reference	http://usefulchem.wikispaces.com/EXP+018

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP020A

3,4-dihydroxybenzaldehyde

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.023 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/EXP020

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP021A

3,4-dihydroxybenzaldehyde

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.023 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/EXP021

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP047

3,4-dihydroxybenzaldehyde

Researcher	Sean Gardner
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine kinetics with NMR
Reference	http://usefulchem.wikispaces.com/Exp047

+

→

3,4-dihydroxybenzaldehyde

5-methylfurfurylamine

Reaction ID UCExp061

3,4-dihydroxybenzaldehyde

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp061

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp063

3,4-dihydroxybenzaldehyde

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp063

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp094

3,4-dihydroxybenzaldehyde

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	chlorform/methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Product	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp094

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCEXP151-1V2B10

3,4-dihydroxybenzaldehyde

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp151

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106049

Reaction ID UCEXP171JV2B10

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106049

Reaction ID UCEXP173E/V2B17

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

boc-trp-OH

methylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

21106045

Reaction ID UCEXP173J/V2B22

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

21106038

Reaction ID UCEXP174I/V2B41

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

methacrylic acid

aniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106198

Reaction ID UCEXP174M/V2B45

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2-phenylbutyric acid

3-chloroaniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106194

Reaction ID UCEXP181-064V2

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3-methylbut-2-enoic acid

1-hexylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528103

Reaction ID UCEXP181-074V2

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

aniline

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24528110

Reaction ID UCEXP181-076V2

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

1-propylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528112

Reaction ID UCEXP181-082V2

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528118

Reaction ID UCEXP181-088V2

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528532

Reaction ID UCEXP181-090V2

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-nitrobenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528123

Reaction ID UCEXP181-105V2

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-chlorophenylacetic acid

t-butylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528135

Reaction ID UCEXP181-119V2

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

methylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528148

Reaction ID UCEXP181-121V2

3,4-dihydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-chlorophenylacetic acid

3-chloroaniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528150

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP001

3,4-dihydroxyphenyl acetic acid

Researcher	JC-Bradley
Reaction Type	dehydration
Solvent	methanol
Limiting Reactant	0.0075 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-001.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP002

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.005 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-002.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP004

3,4-dihydroxyphenyl acetic acid

Researcher	Bret Rosen
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.013 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-004.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP005

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	acetic acid / benzene (1:1)
Limiting Reactant	0.01 M
Precipitate	No
Comments	6M sulfuric acid (1.5mL)
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-005.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP007

3,4-dihydroxyphenyl acetic acid

Researcher	Alicia Holsey
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.01 M
Precipitate	No
Comments	6M sulfuric acid (2M) 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/04/exp-007.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP008

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	benzene
Limiting Reactant	0.01 M
Precipitate	No
Comments	6M sulfuric acid (15mL) 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/04/exp-008.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP009

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	benzene
Limiting Reactant	0.02 M
Precipitate	No
Comments	sulfuric acid (conc) 15mL & water (2mL); 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-009.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP010

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	sulfuric acid
Limiting Reactant	0.04 M
Precipitate	No
Comments	sulfuric acid (conc) 40mL; 14h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-010.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP011

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	benzene
Limiting Reactant	0.02 M
Precipitate	No
Comments	sulfuric acid (conc) 40mL; 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-011.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP012

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	sulfuric acid
Limiting Reactant	0.015 M
Precipitate	No
Comments	sulfuric acid (conc) 80mL; 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-012.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP013

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.03 M
Precipitate	No
Comments	glacial acetic acid (40mL) water (4mL); 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-013.html

+

→

acetic acid

adrenaline

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP015

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.2 M
Precipitate	No
Comments	reaction mixture heated to 120C; water (36mL) added soon after
Reference	http://usefulchem-experiments1.blogspot.com/2006/06/exp-015.html

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP016

3,4-dihydroxyphenyl acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.2 M
Precipitate	No
Comments	reaction mixture heated to 120C; water (36mL) added soon after
Reference	http://usefulchem-experiments1.blogspot.com/2006/07/exp-016.html

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP023A

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.37 M
Precipitate	No
Yield	20 %
Comments	heated at 125C for 3min then added water
Reference	http://usefulchem.wikispaces.com/Exp023

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP023B

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	All components (0.6mmol each) in methanol (24mL)stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp023

+

+

+

→

3,4-dihydroxyphenyl acetic acid

boc-Met-OH

5-methylfurfurylamine

benzyl isocyanide

24746742

Reaction ID UCEXP024

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza/ Linn Chen
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.34 M
Precipitate	No
Comments	heated for 30min
Reference	http://usefulchem.wikispaces.com/Exp024

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP025

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.044 M
Precipitate	No
Yield	9.5 %
Comments	heated for 1h
Reference	http://usefulchem.wikispaces.com/Exp025

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCExp139I

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747179

Reaction ID UCExp154B

3,4-dihydroxyphenyl acetic acid

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

3,4-dihydroxyphenyl acetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747197

Reaction ID UCEXP160C-V1B19

3,4-dihydroxyphenyl acetic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.388 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp160

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105579

Reaction ID UCEXP171GV2B7

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106054

Reaction ID UCEXP173H/V2B20

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106053

Reaction ID UCEXP173I/V3B21

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

21106052

Reaction ID UCEXP173L/V2B24

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

21106051

Reaction ID UCEXP173M/V2B25

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106043

Reaction ID UCEXP173O/V2B27

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Product	pending
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

benzaldehyde

tosylmethyl isocyanide

21105843

Reaction ID UCEXP173Q/V2B29

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

21106042

Reaction ID UCEXP174A/V2B31

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

21106189

Reaction ID UCEXP174B/V2B33

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

21106204

Reaction ID UCEXP174F/V2B38

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

veratraldehyde

tosylmethyl isocyanide

21106200

Reaction ID UCEXP174G/V2B39

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

1-propylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

21106199

Reaction ID UCEXP174J/V2B42

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106197

Reaction ID UCEXP174P/V2B49

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

21106192

Reaction ID UCEXP174U/V2B54

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

21106187

Reaction ID UCEXP181-063V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

1-propylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528102

Reaction ID UCEXP181-067V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-hydroxybenzaldehyde

tosylmethyl isocyanide

24528106

Reaction ID UCEXP181-068V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

o-vanillin

tosylmethyl isocyanide

24528107

Reaction ID UCEXP181-074V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

aniline

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24528110

Reaction ID UCEXP181-081V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

2-chloroaniline

2-naphthaldehyde

t-butyl isocyanide

24528117

Reaction ID UCEXP181-082V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528118

Reaction ID UCEXP181-094V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

24528126

Reaction ID UCEXP181-097V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528128

Reaction ID UCEXP181-102V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528533

Reaction ID UCEXP181-110V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528140

Reaction ID UCEXP181-113V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

3-chloroaniline

veratraldehyde

tosylmethyl isocyanide

24528142

Reaction ID UCEXP181-115V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

3-chloroaniline

2-naphthaldehyde

t-butyl isocyanide

24528144

Reaction ID UCEXP181-118V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

tosylmethyl isocyanide

24528147

Reaction ID UCEXP181-123V2

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.214 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24528151

Reaction ID UCEXP216-11

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21432163

Reaction ID UCEXP221-3

3,4-dihydroxyphenyl acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106196

3,4-dimethoxyphenethylamine

Reaction ID OEMW34-2

3,4-dimethoxyphenethylamine

Researcher	Michael Wolfle
Reaction Type	isonitrile synthesis
Solvent	dichloromethane
Limiting Reactant	1.4 M
Precipitate	No
Yield	32 %
Comments	2 eq. NaOH; 0.05 eq. TEBACl; reflux 12h
Reference	http://www.ourexperiment.org/racemic_pzq/338

+

→

3,4-dimethoxyphenethylamine

chloroform

2-(3,4-dimethoxyphenyl)ethyl isocyanide

Reaction ID OEMW37-1

3,4-dimethoxyphenethylamine

Researcher	Michael Wolfle
Reaction Type	isonitrile synthesis
Solvent	dichloromethane
Limiting Reactant	0.28 M
Precipitate	No
Yield	50 %
Comments	4 eq. NaOH; 0.05 eq. TEBACl; reflux 12h
Reference	http://www.ourexperiment.org/racemic_pzq/357

+

→

3,4-dimethoxyphenethylamine

chloroform

2-(3,4-dimethoxyphenyl)ethyl isocyanide

3,4-methylenedioxyphenylacetic acid

Reaction ID UCExp138B

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105597

Reaction ID UCEXP167A-V1B12

3,4-methylenedioxyphenylacetic acid

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp167

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105597

Reaction ID UCExp169

3,4-methylenedioxyphenylacetic acid

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp169

+

+

+

→

3,4-methylenedioxyphenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105599

Reaction ID UCEXP171EV2B5

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106047

Reaction ID UCEXP171IV2B9

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106055

Reaction ID UCExp241-01

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

4-methoxybenzaldehyde

benzyl isocyanide

24534407

Reaction ID UCExp241-02

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

m-anisaldehyde

benzyl isocyanide

24534408

Reaction ID UCExp241-03

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.512 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2-furaldehyde

benzyl isocyanide

24534403

Reaction ID UCExp241-04

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.525 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

n-butyl isocyanide

24528355

Reaction ID UCExp241-05

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.525 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

n-butyl isocyanide

24528355

Reaction ID UCExp241-06

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.523 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

t-butyl isocyanide

24528356

Reaction ID UCExp241-07

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.523 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

t-butyl isocyanide

24528356

Reaction ID UCExp241-08

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.52 M
Precipitate	YES
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

cyclohexylisocyanide

21782465

Reaction ID UCExp241-09

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.564 M
Precipitate	YES
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

cyclohexylisocyanide

21782465

Reaction ID UCExp241-10

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.548 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528357

Reaction ID UCExp241-11

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.548 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528357

Reaction ID UCExp241-12

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.563 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1-pentyl isocyanide

24528358

Reaction ID UCExp241-13

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.563 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1-pentyl isocyanide

24528358

Reaction ID UCExp241-14

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-15

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-16

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-17

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.577 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528360

Reaction ID UCExp241-18

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.571 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528361

Reaction ID UCExp241-21

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.576 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528362

Reaction ID UCExp241-22

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.578 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2-methylbenzaldehyde

t-butyl isocyanide

24528363

Reaction ID UCExp241-23

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.559 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

n-butyl isocyanide

24528364

Reaction ID UCExp241-26

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.573 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2,4-dimethylbenzaldehyde

n-butyl isocyanide

24528365

Reaction ID UCExp241-29

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.729 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528366

Reaction ID UCExp241-30

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.717 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528367

Reaction ID UCExp241-31

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.743 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

2-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528368

Reaction ID UCExp241-32

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.751 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528369

Reaction ID UCExp241-33

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.747 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528370

Reaction ID UCExp241-35

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.737 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

t-butylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528371

Reaction ID UCExp241-37

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.733 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

cyclohexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528373

Reaction ID UCExp241-39

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.721 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528374

Reaction ID UCExp241-40

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.749 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528375

Reaction ID UCExp241-43

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.71 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528376

Reaction ID UCExp241-44

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.72 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528377

Reaction ID UCExp241-45

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.748 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

t-butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528378

Reaction ID UCExp241-46

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.736 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528379

Reaction ID UCExp241-47

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.715 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528380

Reaction ID UCExp241-48

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.734 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

benzylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528381

Reaction ID UCExp245-01

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528391

Reaction ID UCExp245-02

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.718 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528391

Reaction ID UCExp245-03

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528392

Reaction ID UCExp245-04

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528392

Reaction ID UCExp245-05

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.507 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528393

Reaction ID UCExp245-06

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.714 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528393

Reaction ID UCExp245-07

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

cyclohexylisocyanide

24528394

Reaction ID UCExp245-08

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.708 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

cyclohexylisocyanide

24528394

Reaction ID UCExp245-09

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.492 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528395

Reaction ID UCExp245-10

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.683 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528395

Reaction ID UCExp245-11

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528396

Reaction ID UCExp245-12

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528396

Reaction ID UCExp245-13

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.499 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528397

Reaction ID UCExp245-14

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.696 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528397

Reaction ID UCExp245-15

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.486 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528398

Reaction ID UCExp245-16

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.673 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528398

Reaction ID UCExp245-33

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.507 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528407

Reaction ID UCExp245-34

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.714 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528407

Reaction ID UCExp245-35

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.492 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528408

Reaction ID UCExp245-36

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.683 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528408

Reaction ID UCExp245-37

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528409

Reaction ID UCExp245-38

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.718 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528409

Reaction ID UCExp245-39

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528410

Reaction ID UCExp245-40

3,4-methylenedioxyphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528410

3,5-bis(trifluoromethyl)aniline

Reaction ID OEMW43-1

3,5-bis(trifluoromethyl)aniline

Researcher	Michael Wolfle
Reaction Type	amidation
Solvent	THF
Limiting Reactant	0.06 M
Precipitate	No
Yield	24 %
Comments	2.4 eq. TEA
Reference	http://www.ourexperiment.org/racemic_pzq/496/

+

→

3,5-bis(trifluoromethyl)aniline

thiophosgene

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Reaction ID OEMW43-2

3,5-bis(trifluoromethyl)aniline

Researcher	Michael Wolfle
Reaction Type	amidation
Solvent	THF
Limiting Reactant	0.06 M
Precipitate	No
Yield	74 %
Comments	2.4 eq. TEA
Reference	http://www.ourexperiment.org/racemic_pzq/547/Repetition_of_the_synthesis_of_NNbis35bistrifluoromethylphenylthiourea_MW432.html

+

→

3,5-bis(trifluoromethyl)aniline

thiophosgene

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

3,5-bis(trifluoromethyl)benzaldehyde

Reaction ID UCEXP181-120V2

3,5-bis(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,5-bis(trifluoromethyl)benzaldehyde

tosylmethyl isocyanide

24528149

Reaction ID UCEXP234-1

3,5-bis(trifluoromethyl)benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528266

Reaction ID UCEXP234-2

3,5-bis(trifluoromethyl)benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

23078614

Reaction ID UCEXP234-3

3,5-bis(trifluoromethyl)benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528266

Reaction ID UCEXP234-4

3,5-bis(trifluoromethyl)benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

23078614

3,5-diacetoxybenzoic acid

Reaction ID DSp36-2

3,5-diacetoxybenzoic acid

Researcher	Dustin Sprouse
Reaction Type	acid chloride formation
Solvent	benzene
Limiting Reactant	1 M
Precipitate	No
Comments	drop of DMF; 80C 2h then evaporation
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoic acid

thionyl chloride

3,5-diacetoxybenzoyl chloride

Reaction ID DSp37

3,5-diacetoxybenzoic acid

Researcher	Dustin Sprouse
Reaction Type	acid chloride formation
Solvent	benzene
Limiting Reactant	1 M
Precipitate	No
Yield	45 %
Comments	drop of DMF; 80C 2h? then evaporation then silica plug with toluene
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoic acid

thionyl chloride

3,5-diacetoxybenzoyl chloride

3,5-diacetoxybenzoyl chloride

Reaction ID DSp39

3,5-diacetoxybenzoyl chloride

Researcher	Dustin Sprouse
Reaction Type	Heck coupling
Solvent	p-xylene
Limiting Reactant	0.4 M
Precipitate	No
Comments	N-ethylmorpholine Pd(OAc)2 and imidazolium cat; 4h 115-140C; chromatography eluted too fast
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoyl chloride

4-acetoxystyrene

resveratrol triacetate

Reaction ID DSp40

3,5-diacetoxybenzoyl chloride

Researcher	Dustin Sprouse
Reaction Type	Heck coupling
Solvent	p-xylene
Limiting Reactant	0.4 M
Precipitate	No
Comments	N-ethylmorpholine Pd(OAc)2 and imidazolium cat; 4h 120-125C; chromatography eluted too fast
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoyl chloride

4-acetoxystyrene

resveratrol triacetate

Reaction ID DSp41

3,5-diacetoxybenzoyl chloride

Researcher	Dustin Sprouse
Reaction Type	Heck coupling
Solvent	p-xylene
Limiting Reactant	0.4 M
Precipitate	No
Yield	25 %
Comments	N-ethylmorpholine Pd(OAc)2 and imidazolium cat; 4h 120-125C; chromatography eluted slower - product has impurities
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoyl chloride

4-acetoxystyrene

resveratrol triacetate

3,5-dihydroxybenzoic acid

Reaction ID DSp35

3,5-dihydroxybenzoic acid

Researcher	Dustin Sprouse
Reaction Type	acylation
Solvent	ethyl acetate
Limiting Reactant	0.4 M
Precipitate	No
Yield	62 %
Comments	with pyridine(2 eq) at 0C to rt 4h then add formic acid and wash
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-dihydroxybenzoic acid

acetic anhydride

3,5-diacetoxybenzoic acid

Reaction ID DSp36-1

3,5-dihydroxybenzoic acid

Researcher	Dustin Sprouse
Reaction Type	acylation
Solvent	ethyl acetate
Limiting Reactant	0.4 M
Precipitate	No
Yield	85 %
Comments	with pyridine(2 eq) at 0C to rt 4h then add formic acid and wash - less washing solvents gave higher yield
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-dihydroxybenzoic acid

acetic anhydride

3,5-diacetoxybenzoic acid

3,5-dimethoxybenzaldehyde

Reaction ID UCEXP171HV2B8

3,5-dimethoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

21105832

Reaction ID UCEXP173G/V2B19

3,5-dimethoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

n-butyl isocyanide

21105845

Reaction ID UCEXP174O/V2B47

3,5-dimethoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

D-(−)-Quinic acid

5-methylfurfurylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

21106186

Reaction ID UCEXP181-062V2

3,5-dimethoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

24528101

Reaction ID UCEXP181-065V2

3,5-dimethoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528104

Reaction ID UCEXP181-094V2

3,5-dimethoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

24528126

Reaction ID UCEXP233-1

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.921 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24534439

Reaction ID UCEXP233-10

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

23078615

Reaction ID UCEXP233-11

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.021 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528262

Reaction ID UCEXP233-12

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528263

Reaction ID UCEXP233-2

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.92 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24534440

Reaction ID UCEXP233-3

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528265

Reaction ID UCEXP233-4

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.917 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

23078615

Reaction ID UCEXP233-5

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.919 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528262

Reaction ID UCEXP233-6

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.917 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528263

Reaction ID UCEXP233-7

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.02 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24534439

Reaction ID UCEXP233-8

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24534440

Reaction ID UCEXP233-9

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.021 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528265

Reaction ID UCEXP234-10

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-serine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528267

Reaction ID UCEXP234-11

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.893 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-threonine

glycine methyl ester hydrochloride

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528268

Reaction ID UCEXP234-12

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.891 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-threonine

glycine methyl ester hydrochloride

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528269

Reaction ID UCEXP234-5

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

Fmoc-Diglycine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528270

Reaction ID UCEXP234-6

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

Fmoc-Diglycine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528271

Reaction ID UCEXP234-7

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-diglycine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528272

Reaction ID UCEXP234-8

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-diglycine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528273

Reaction ID UCEXP234-9

3,5-dimethoxybenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-serine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528274

4-(dimethylamino)benzaldehyde

Reaction ID UCEXP171KV2B11

4-(dimethylamino)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP181-104V2

4-(dimethylamino)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

4-(dimethylamino)benzaldehyde

tosylmethyl isocyanide

24528134

Reaction ID UCEXP215D

4-(dimethylamino)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.66 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP216-10

4-(dimethylamino)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	18 %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

m-toluic acid

methylamine

4-(dimethylamino)benzaldehyde

cyclohexylisocyanide

21432162

Reaction ID UCEXP219-2

4-(dimethylamino)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol/THF
Limiting Reactant	0.5 M
Precipitate	Yes
Product	Not determined
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp219

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP222-5

4-(dimethylamino)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP228-5

4-(dimethylamino)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.372 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

4-(dimethylamino)benzaldehyde

tosylmethyl isocyanide

24534191

4-(trifluoromethyl)benzaldehyde

Reaction ID UCEXP173C/V2B15

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21106044

Reaction ID UCEXP181-072V2

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,6-dihydroxybenzoic acid

methylamine

4-(trifluoromethyl)benzaldehyde

tosylmethyl isocyanide

21106207

Reaction ID UCEXP185-1

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.409 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp185

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP185-2

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.409 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp185

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP187-1

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.057 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP187-2

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.06 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP187-3

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.064 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21143155

Reaction ID UCEXP188-1

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP188-2

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP188-3

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21143155

Reaction ID UCEXP216-13

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP228-6

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.627 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24534190

Reaction ID UCEXP231-4

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	2 M
Precipitate	Yes
Yield	4 %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

methoxyacetic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

21486238

Reaction ID UCEXP232-11

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.029 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528198

Reaction ID UCEXP232-12

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528199

Reaction ID UCEXP232-13

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.029 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

1-pentyl isocyanide

24528200

Reaction ID UCEXP232-14

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

21782441

Reaction ID UCEXP232-15

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528201

Reaction ID UCExp235-1

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp235

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528198

Reaction ID UCExp235-2

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp235

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

21782441

Reaction ID UCExp236-01

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528275

Reaction ID UCExp236-02

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528276

Reaction ID UCExp236-03

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528277

Reaction ID UCExp236-04

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.844 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528278

Reaction ID UCExp236-05

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528279

Reaction ID UCExp236-07

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528280

Reaction ID UCExp236-08

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528281

Reaction ID UCExp236-09

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

2-chloroaniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528282

Reaction ID UCExp236-10

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.888 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

methylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528283

Reaction ID UCExp236-11

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528284

Reaction ID UCExp236-12

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.636 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

aniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528285

Reaction ID UCExp236-13

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-propylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528286

Reaction ID UCExp236-15

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528288

Reaction ID UCExp236-16

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.872 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528289

Reaction ID UCExp236-17

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

aniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528290

Reaction ID UCExp236-19

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.927 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

methylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528292

Reaction ID UCExp236-20

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528293

Reaction ID UCExp236-21

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

aniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528294

Reaction ID UCExp236-23

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528296

Reaction ID UCExp236-24

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.63 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528297

Reaction ID UCExp236-28

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528301

Reaction ID UCExp236-29

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

cyclohexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528302

Reaction ID UCExp241-29

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.729 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528366

Reaction ID UCExp241-31

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.743 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

2-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528368

Reaction ID UCExp241-32

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.751 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528369

Reaction ID UCExp241-37

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.733 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

cyclohexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528373

Reaction ID UCExp241-43

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.71 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528376

Reaction ID UCExp241-44

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.72 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528377

Reaction ID UCExp241-47

4-(trifluoromethyl)benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.715 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528380

4-acetoxystyrene

Reaction ID DSp39

4-acetoxystyrene

Researcher	Dustin Sprouse
Reaction Type	Heck coupling
Solvent	p-xylene
Limiting Reactant	0.4 M
Precipitate	No
Comments	N-ethylmorpholine Pd(OAc)2 and imidazolium cat; 4h 115-140C; chromatography eluted too fast
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoyl chloride

4-acetoxystyrene

resveratrol triacetate

Reaction ID DSp40

4-acetoxystyrene

Researcher	Dustin Sprouse
Reaction Type	Heck coupling
Solvent	p-xylene
Limiting Reactant	0.4 M
Precipitate	No
Comments	N-ethylmorpholine Pd(OAc)2 and imidazolium cat; 4h 120-125C; chromatography eluted too fast
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoyl chloride

4-acetoxystyrene

resveratrol triacetate

Reaction ID DSp41

4-acetoxystyrene

Researcher	Dustin Sprouse
Reaction Type	Heck coupling
Solvent	p-xylene
Limiting Reactant	0.4 M
Precipitate	No
Yield	25 %
Comments	N-ethylmorpholine Pd(OAc)2 and imidazolium cat; 4h 120-125C; chromatography eluted slower - product has impurities
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoyl chloride

4-acetoxystyrene

resveratrol triacetate

4-chlorobenzaldehyde

Reaction ID UCEXP158B-V1B16

4-chlorobenzaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.658 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp158

+

+

+

→

salicylic acid

5-methylfurfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106076

Reaction ID UCEXP173M/V2B25

4-chlorobenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106043

Reaction ID UCEXP174J/V2B42

4-chlorobenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106197

Reaction ID UCEXP181-100V2

4-chlorobenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

24528131

Reaction ID UCEXP181-116V2

4-chlorobenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

24528145

Reaction ID UCExp262-2

4-chlorobenzaldehyde

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	1.3 M
Precipitate	Yes
Product	No
Comments	aldehyde oxidized to acid
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

4-chlorobenzaldehyde

aniline

1-(4-chlorophenyl)-N-phenylmethanimine

Reaction ID UCExp262-2-Actual

4-chlorobenzaldehyde

Researcher	Evan Curtin
Reaction Type	oxidation
Solvent	ethanol
Limiting Reactant	1.3 M
Precipitate	Yes
Yield	34.7 %
Comments	aldehyde oxidized to acid
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

4-chlorobenzaldehyde

aniline

4-chlorobenzoic acid

Reaction ID UCExp262-4

4-chlorobenzaldehyde

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	2.88 M
Precipitate	Yes
Product	No
Comments	aldehyde oxidized to acid
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

2-chloroaniline

4-chlorobenzaldehyde

N-(2-chlorophenyl)-1-(4-chlorophenyl)methanimine

Reaction ID UCExp262-4-Actual

4-chlorobenzaldehyde

Researcher	Evan Curtin
Reaction Type	oxidation
Solvent	ethanol
Limiting Reactant	2.88 M
Precipitate	Yes
Yield	23 %
Comments	aldehyde oxidized to acid
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

2-chloroaniline

4-chlorobenzaldehyde

4-chlorobenzoic acid

4-chlorobenzoic acid

Reaction ID UCExp144A

4-chlorobenzoic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24747190

Reaction ID UCExp144B

4-chlorobenzoic acid

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

benzylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24747191

Reaction ID UCExp144C

4-chlorobenzoic acid

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747192

4-chlorophenylacetic acid

Reaction ID UCExp137A

4-chlorophenylacetic acid

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746976

Reaction ID UCExp137C

4-chlorophenylacetic acid

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746975

Reaction ID UCExp137D

4-chlorophenylacetic acid

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746975

Reaction ID UCExp137E

4-chlorophenylacetic acid

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746978

Reaction ID UCExp137G

4-chlorophenylacetic acid

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24746980

Reaction ID UCExp139H

4-chlorophenylacetic acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747176

Reaction ID UCExp140B

4-chlorophenylacetic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp140

+

+

+

→

4-chlorophenylacetic acid

furfurylamine

2-chloro-5-nitrobenzaldehyde

n-butyl isocyanide

24747184

Reaction ID UCExp143D

4-chlorophenylacetic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

4-chlorophenylacetic acid

1-propylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24747189

Reaction ID UCExp154C

4-chlorophenylacetic acid

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP159C-V1B18

4-chlorophenylacetic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.661 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp159

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP173A/V2B13

4-chlorophenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

4-chlorophenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106046

Reaction ID UCEXP175D

4-chlorophenylacetic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp175

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP179

4-chlorophenylacetic acid

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp179

+

+

+

→

4-chlorophenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105833

Reaction ID UCEXP181-105V2

4-chlorophenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-chlorophenylacetic acid

t-butylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528135

Reaction ID UCEXP181-121V2

4-chlorophenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-chlorophenylacetic acid

3-chloroaniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528150

Reaction ID UCEXP215E

4-chlorophenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.715 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

4-chlorophenylacetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528155

Reaction ID UCEXP215F

4-chlorophenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.661 M
Precipitate	Yes but not at room temperature
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP217-1

4-chlorophenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.384 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

4-dimethylaminobenzaldehyde

Reaction ID UCExp269-2

4-dimethylaminobenzaldehyde

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	21 %
Comments	Stirred RT 4 Days; filtered
Reference	http://usefulchem.wikispaces.com/Exp269

+

→

4-dimethylaminobenzaldehyde

aniline

N N-dimethyl-4-[(E)-(phenylimino)methyl]aniline

4-hydroxybenzaldehyde

Reaction ID UCEXP181-067V2

4-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-hydroxybenzaldehyde

tosylmethyl isocyanide

24528106

Reaction ID UCEXP181-098V2

4-hydroxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-hydroxybenzaldehyde

tosylmethyl isocyanide

24528129

4-hydroxybenzoic acid

Reaction ID UCEXP181-059V2

4-hydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24528099

Reaction ID UCEXP181-062V2

4-hydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

24528101

Reaction ID UCEXP181-086V2

4-hydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528121

Reaction ID UCEXP181-096V2

4-hydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528127

Reaction ID UCEXP181-099V2

4-hydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

2-chloroaniline

4-methoxybenzaldehyde

tosylmethyl isocyanide

24528130

Reaction ID UCEXP181-106V2

4-hydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24528136

Reaction ID UCEXP181-109V2

4-hydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

1-hexylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528139

Reaction ID UCEXP181-122V2

4-hydroxybenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

2-chloroaniline

veratraldehyde

tosylmethyl isocyanide

24534443

4-methoxybenzaldehyde

Reaction ID UCEXP174L/V2B44

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

21106195

Reaction ID UCEXP174U/V2B54

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

21106187

Reaction ID UCEXP181-099V2

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

2-chloroaniline

4-methoxybenzaldehyde

tosylmethyl isocyanide

24528130

Reaction ID UCEXP181-112V2

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

24528141

Reaction ID UCEXP232-46

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

t-butyl isocyanide

24528232

Reaction ID UCEXP232-47

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

n-butyl isocyanide

24528233

Reaction ID UCEXP232-48

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

1-pentyl isocyanide

24528234

Reaction ID UCEXP232-49

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

cyclohexylisocyanide

24528235

Reaction ID UCEXP232-50

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528236

Reaction ID UCExp241-01

4-methoxybenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

4-methoxybenzaldehyde

benzyl isocyanide

24534407

4-methylbenzaldehyde

Reaction ID UCEXP173B/V2B14

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes but reactants initially insoluble
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP173Q/V2B29

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

21106042

Reaction ID UCEXP174G/V2B39

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

1-propylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

21106199

Reaction ID UCEXP215E

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.715 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

4-chlorophenylacetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528155

Reaction ID UCEXP216-11

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21432163

Reaction ID UCEXP219-3

4-methylbenzaldehyde

Researcher	-
Reaction Type	-
Solvent	Khalid Mirza
Limiting Reactant	methanol/THF M
Precipitate	Yes
Product	but took over a day to dissolve all reactant
Comments	0.5
Reference	http://usefulchem.wikispaces.com/Exp219

→

Reaction ID UCEXP222-6

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP228-7

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.67 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP229-1

4-methylbenzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.667 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp229

+

+

+

→

boc-trp-OH

octadecylamine

4-methylbenzaldehyde

t-butyl isocyanide

24534189

Reaction ID UCEXP231-1

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	1.538 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

formic acid

benzylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

24528186

Reaction ID UCEXP232-06

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528193

Reaction ID UCEXP232-07

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.082 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

n-butyl isocyanide

24528194

Reaction ID UCEXP232-08

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

1-pentyl isocyanide

24528195

Reaction ID UCEXP232-09

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

cyclohexylisocyanide

24528196

Reaction ID UCEXP232-10

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528197

Reaction ID UCExp241-21

4-methylbenzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.576 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528362

4-nitrobenzoic acid

Reaction ID UCExp140A

4-nitrobenzoic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp140

+

+

+

→

4-nitrobenzoic acid

5-methylfurfurylamine

5-bromo-2-thiophenecarboxaldehyde

tosylmethyl isocyanide

24747182

Reaction ID UCEXP181-090V2

4-nitrobenzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-nitrobenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528123

4,7-dimethoxy-1-naphthaldehyde

Reaction ID UCEXP147-1V2B1

4,7-dimethoxy-1-naphthaldehyde

→

Reaction ID UCEXP171A/V2B1

4,7-dimethoxy-1-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	Impurities found
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105839

Reaction ID UCEXP174S/V2B52

4,7-dimethoxy-1-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

5-nitrosalicylic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

n-butyl isocyanide

21106203

Reaction ID UCEXP181-101V2

4,7-dimethoxy-1-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528132

Reaction ID UCEXP228-1

4,7-dimethoxy-1-naphthaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.253 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528181

5-(trifluoromethyl)-2-furylmethylamine

Reaction ID UCEXP109C

5-(trifluoromethyl)-2-furylmethylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Product	Pending
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp109

+

+

+

→

boc-gly-OH

5-(trifluoromethyl)-2-furylmethylamine

benzaldehyde

benzyl isocyanide

21105565

5-bromo-2-thiophenecarboxaldehyde

Reaction ID UCExp140A

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp140

+

+

+

→

4-nitrobenzoic acid

5-methylfurfurylamine

5-bromo-2-thiophenecarboxaldehyde

tosylmethyl isocyanide

24747182

Reaction ID UCEXP181-118V2

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

tosylmethyl isocyanide

24528147

Reaction ID UCEXP215G

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF + methanol
Limiting Reactant	0.291 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

chloroacetic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

benzyl isocyanide

24528156

Reaction ID UCExp236-14

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.856 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528287

Reaction ID UCExp236-22

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528295

Reaction ID UCExp236-25

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.615 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528298

Reaction ID UCExp236-26

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.612 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

benzylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528299

Reaction ID UCExp241-17

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.577 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528360

Reaction ID UCExp241-23

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.559 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

n-butyl isocyanide

24528364

Reaction ID UCExp241-30

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.717 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528367

Reaction ID UCExp241-33

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.747 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528370

Reaction ID UCExp241-39

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.721 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528374

Reaction ID UCExp241-45

5-bromo-2-thiophenecarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.748 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

t-butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528378

5-methylfurfurylamine

Reaction ID UCEXP003A

5-methylfurfurylamine

Researcher	James Giammarco/ Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-003.html

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP006

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.01 M
Precipitate	No
Comments	0.49mmol each component in 25mL methanol for 24h
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-006_29.html

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP014A

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.2 M
Precipitate	No
Comments	The mixture was stirred for 15 h; excess aldehyde (12%)
Reference	http://usefulchem.wikispaces.com/Exp+014

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP017A

5-methylfurfurylamine

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 22h
Reference	http://usefulchem.wikispaces.com/EXP+017

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746806

Reaction ID UCEXP018A

5-methylfurfurylamine

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 18h
Reference	http://usefulchem.wikispaces.com/EXP+018

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP019A

5-methylfurfurylamine

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/exp+019

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP020A

5-methylfurfurylamine

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.023 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/EXP020

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP021A

5-methylfurfurylamine

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.023 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/EXP021

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP022A

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp022

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCEXP023B

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	All components (0.6mmol each) in methanol (24mL)stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp023

+

+

+

→

3,4-dihydroxyphenyl acetic acid

boc-Met-OH

5-methylfurfurylamine

benzyl isocyanide

24746742

Reaction ID UCEXP026

5-methylfurfurylamine

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp26

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP029

5-methylfurfurylamine

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	Reaction mixture left undisturbed for 24h tightly capped
Reference	http://usefulchem.wikispaces.com/Exp029

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP031

5-methylfurfurylamine

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.5 M
Precipitate	No
Comments	aldehyde and amine stirred for 12min then acid and isonitrile added and stirred for another 24h
Reference	http://usefulchem.wikispaces.com/Exp031

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

24746791

Reaction ID UCEXP034

5-methylfurfurylamine

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	aldehyde and amine mixed for 10min then acid and isonitrile added along with CDCl3 in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp034

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746795

Reaction ID UCEXP038

5-methylfurfurylamine

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	1.56 M
Precipitate	No
Comments	reaction run in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp038

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746795

Reaction ID UCEXP040

5-methylfurfurylamine

Researcher	Alicia Holsey
Reaction Type	imine synthesis
Solvent	CDCl3
Limiting Reactant	1 M
Precipitate	No
Comments	reaction run in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp040

+

→

5-methylfurfurylamine

piperonal

Reaction ID UCEXP041

5-methylfurfurylamine

Researcher	Alicia Holsey
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	1 M
Precipitate	No
Comments	reaction run in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp041

+

→

5-methylfurfurylamine

piperonal

Reaction ID UCEXP043

5-methylfurfurylamine

Researcher	Alicia Holsey
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	1 M
Precipitate	No
Comments	Imine kinetics with NMR
Reference	http://usefulchem.wikispaces.com/Exp043

+

→

5-methylfurfurylamine

piperonal

Reaction ID UCEXP045

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	1.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp045

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

2-morpholinoethyl isocyanide

24746794

Reaction ID UCEXP046

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp046

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

2-morpholinoethyl isocyanide

24746794

Reaction ID UCEXP047

5-methylfurfurylamine

Researcher	Sean Gardner
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine kinetics with NMR
Reference	http://usefulchem.wikispaces.com/Exp047

+

→

3,4-dihydroxybenzaldehyde

5-methylfurfurylamine

Reaction ID UCEXP052E

5-methylfurfurylamine

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Yield	32 %
Comments	1M solutions of the starting materials was made
Reference	http://usefulchem.wikispaces.com/Exp052

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP054

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	Yes
Yield	11 %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp054

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp060A

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	Yes
Yield	25 %
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp060

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp061

5-methylfurfurylamine

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp061

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp062

5-methylfurfurylamine

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.46 M
Precipitate	Yes
Yield	41.3 %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp062

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp063

5-methylfurfurylamine

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp063

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp064

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.393 M
Precipitate	Yes
Yield	43.8 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp064

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp073

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.179 M
Precipitate	No
Comments	furfuryl cleavage not seen in the amine at 50% acid conc
Reference	http://usefulchem.wikispaces.com/Exp073

+

→

5-methylfurfurylamine

trifluoroacetic acid

Reaction ID UCExp078

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	neat
Limiting Reactant	0.55 M
Precipitate	No
Comments	amidation
Reference	http://usefulchem.wikispaces.com/Exp078

+

→

5-methylfurfurylamine

acetyl chloride

N-[(5-methylfuran-2-yl)methyl]acetamide

Reaction ID UCExp085

5-methylfurfurylamine

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CDCl3
Limiting Reactant	0.125 M
Precipitate	No
Comments	imine kinetics
Reference	http://usefulchem.wikispaces.com/Exp085

+

→

5-methylfurfurylamine

crotonaldehyde

Reaction ID UCEXP086B

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.402 M
Precipitate	Yes
Yield	38 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp086

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCExp088

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	CDCl3
Limiting Reactant	1 M
Precipitate	No
Yield	48 %
Comments	amino acid coupling with DCC and DMAP in CDCl3
Reference	http://usefulchem.wikispaces.com/Exp088

+

→

5-methylfurfurylamine

boc-gly-OH

Reaction ID UCExp094

5-methylfurfurylamine

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	chlorform/methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Product	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp094

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp111

5-methylfurfurylamine

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	6.7 M
Precipitate	No
Comments	No cleavage at rt
Reference	http://usefulchem.wikispaces.com/Exp111

+

→

5-methylfurfurylamine

trifluoroacetic acid

Reaction ID UCExp112

5-methylfurfurylamine

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	0.7 M
Precipitate	No
Comments	No cleavage at rt
Reference	http://usefulchem.wikispaces.com/Exp112

+

→

5-methylfurfurylamine

trifluoroacetic acid

Reaction ID UCExp113

5-methylfurfurylamine

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	31.2 %
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp113

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCExp116C

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

5-methylfurfurylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24747207

Reaction ID UCExp121

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp121

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

o-vanillin

1-pentyl isocyanide

24746818

Reaction ID UCEXP130-1

5-methylfurfurylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.751 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

5-methylfurfurylamine

2-naphthaldehyde

n-butyl isocyanide

21106081

Reaction ID UCEXP130-3

5-methylfurfurylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.429 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

21106060

Reaction ID UCEXP131-3

5-methylfurfurylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

veratraldehyde

1-pentyl isocyanide

21106069

Reaction ID UCExp132A

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Reductive amination
Solvent	acetic acid
Limiting Reactant	1 M
Precipitate	No
Comments	reduction of the imine by insitu generated sodium acetoxyborohydride
Reference	http://usefulchem.wikispaces.com/Exp132

+

+

+

→

5-methylfurfurylamine

acetic acid

benzaldehyde

soidum borohydride

N-Benzyl-1-(5-methyl-2-furyl)methanamine

Reaction ID UCExp138C

5-methylfurfurylamine

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

2,3-dihydroxybenzoic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

24746974

Reaction ID UCExp140A

5-methylfurfurylamine

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp140

+

+

+

→

4-nitrobenzoic acid

5-methylfurfurylamine

5-bromo-2-thiophenecarboxaldehyde

tosylmethyl isocyanide

24747182

Reaction ID UCEXP155B-V1B159

5-methylfurfurylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.674 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp155

+

+

+

→

3-(4-methoxyphenyl)propionic acid

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

21106074

Reaction ID UCEXP158B-V1B16

5-methylfurfurylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.658 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp158

+

+

+

→

salicylic acid

5-methylfurfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106076

Reaction ID UCEXP171B/V2B2

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

o-vanillin

t-butyl isocyanide

21106056

Reaction ID UCEXP173H/V2B20

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106053

Reaction ID UCEXP174A/V2B31

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

21106189

Reaction ID UCEXP174J/V2B42

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106197

Reaction ID UCEXP174O/V2B47

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

D-(−)-Quinic acid

5-methylfurfurylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

21106186

Reaction ID UCEXP174P/V2B49

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

21106192

Reaction ID UCEXP181-055V2

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,6-dihydroxybenzoic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528096

Reaction ID UCEXP181-077V2

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

5-methylfurfurylamine

3-methoxybenzaldehyde

n-butyl isocyanide

24528113

Reaction ID UCEXP181-088V2

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528532

Reaction ID UCEXP181-102V2

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528533

Reaction ID UCEXP181-114V2

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528143

Reaction ID UCEXP185-1

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.409 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp185

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP187-1

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.057 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP188-1

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP216-1

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCEXP216-3

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP216-4

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

t-butyl isocyanide

21486195

Reaction ID UCEXP221-3

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106196

Reaction ID UCEXP223

5-methylfurfurylamine

Researcher	David Bulger/ Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp223

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP226-1

5-methylfurfurylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.523 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

24528165

Reaction ID UCEXP226-2

5-methylfurfurylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.525 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

n-butyl isocyanide

24528166

Reaction ID UCEXP226-3

5-methylfurfurylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.519 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

1-pentyl isocyanide

24528167

Reaction ID UCEXP226-4

5-methylfurfurylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.52 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

cyclohexylisocyanide

24528168

Reaction ID UCEXP226-5

5-methylfurfurylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.52 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

benzyl isocyanide

24528169

Reaction ID UCEXP226-6

5-methylfurfurylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.501 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

24528170

Reaction ID UCEXP226-7

5-methylfurfurylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.516 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

2-morpholinoethyl isocyanide

24528171

Reaction ID UCEXP226-8

5-methylfurfurylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.434 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

2-chloro-6-methylphenyl isocyanide

24528172

Reaction ID UCEXP228-5

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.372 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

4-(dimethylamino)benzaldehyde

tosylmethyl isocyanide

24534191

Reaction ID UCEXP228-6

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.627 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24534190

Reaction ID UCEXP231-4

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	2 M
Precipitate	Yes
Yield	4 %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

methoxyacetic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

21486238

Reaction ID UCExp240-07

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.839 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21782451

Reaction ID UCExp240-08

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.813 M
Precipitate	Yes but 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528348

Reaction ID UCExp240-09

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.78 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

21782450

Reaction ID UCExp240-10

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.646 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528349

Reaction ID UCExp240-11

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.788 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

benzyl isocyanide

24528350

Reaction ID UCExp240-12

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.776 M
Precipitate	Yes but 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528351

Reaction ID UCExp242-10

5-methylfurfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.424 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528382

Reaction ID UCExp242-6

5-methylfurfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.431 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528387

Reaction ID UCExp242-7

5-methylfurfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.428 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528388

Reaction ID UCExp242-8

5-methylfurfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.424 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528389

Reaction ID UCExp242-9

5-methylfurfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.406 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528390

Reaction ID UCExp245-03

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528392

Reaction ID UCExp245-04

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528392

Reaction ID UCExp245-11

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528396

Reaction ID UCExp245-12

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528396

Reaction ID UCExp245-13

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.499 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528397

Reaction ID UCExp245-14

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.696 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528397

Reaction ID UCExp245-15

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.486 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528398

Reaction ID UCExp245-16

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.673 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528398

Reaction ID UCExp245-19

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.496 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528400

Reaction ID UCExp245-20

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528400

Reaction ID UCExp245-27

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.494 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528404

Reaction ID UCExp245-28

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.082 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528404

Reaction ID UCExp245-29

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.503 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528405

Reaction ID UCExp245-30

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.013 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528405

Reaction ID UCExp245-31

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528406

Reaction ID UCExp245-32

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528406

Reaction ID UCExp245-39

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528410

Reaction ID UCExp245-40

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528410

Reaction ID UCEXP247-10

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.81 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

21782450

Reaction ID UCEXP247-9

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21782451

Reaction ID UCEXP259

5-methylfurfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp259

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

5-nitro-1,10-phenanthroline

Reaction ID SPUGI_002

5-nitro-1,10-phenanthroline

Researcher	Sebastian Petrik
Reaction Type	reduction
Solvent	methanol
Limiting Reactant	- M
Precipitate	No
Yield	12 %
Comments	suspension treated with Pd/C and H2 at 450psi 5h then filtered; evaporated and chromatographed
Reference	http://sebastianpetrik.wikispaces.com/SPUGI_002

+

→

5-nitro-1,10-phenanthroline

hydrogen

5-amino-1,10-phenanthroline

5-nitrosalicylic acid

Reaction ID UCEXP174C/V2B34

5-nitrosalicylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

5-nitrosalicylic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106205

Reaction ID UCEXP174S/V2B52

5-nitrosalicylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

5-nitrosalicylic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

n-butyl isocyanide

21106203

acetic acid

Reaction ID UCEXP013

acetic acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.03 M
Precipitate	No
Comments	glacial acetic acid (40mL) water (4mL); 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-013.html

+

→

acetic acid

adrenaline

3,4-dihydroxyphenyl acetic acid

Reaction ID UCExp117

acetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp117

+

+

+

→

acetic acid

methylamine

propionaldehyde

t-butyl isocyanide

24746821

Reaction ID UCExp119B

acetic acid

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp119

+

+

+

→

acetic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24746820

Reaction ID UCExp132A

acetic acid

Researcher	Khalid Mirza
Reaction Type	Reductive amination
Solvent	acetic acid
Limiting Reactant	1 M
Precipitate	No
Comments	reduction of the imine by insitu generated sodium acetoxyborohydride
Reference	http://usefulchem.wikispaces.com/Exp132

+

+

+

→

5-methylfurfurylamine

acetic acid

benzaldehyde

soidum borohydride

N-Benzyl-1-(5-methyl-2-furyl)methanamine

Reaction ID UCExp133A

acetic acid

Researcher	Khalid Mirza
Reaction Type	Reductive amination
Solvent	acetic acid
Limiting Reactant	1 M
Precipitate	No
Comments	reduction of the imine by insitu generated sodium acetoxyborohydride
Reference	http://usefulchem.wikispaces.com/Exp133

+

+

+

→

acetic acid

benzaldehyde

furfurylamine

soidum borohydride

N-Benzyl-1-(2-furyl)methanamine

Reaction ID UCEXP180

acetic acid

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp180

+

+

+

→

acetic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105834

acetic anhydride

Reaction ID DSp35

acetic anhydride

Researcher	Dustin Sprouse
Reaction Type	acylation
Solvent	ethyl acetate
Limiting Reactant	0.4 M
Precipitate	No
Yield	62 %
Comments	with pyridine(2 eq) at 0C to rt 4h then add formic acid and wash
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-dihydroxybenzoic acid

acetic anhydride

3,5-diacetoxybenzoic acid

Reaction ID DSp36-1

acetic anhydride

Researcher	Dustin Sprouse
Reaction Type	acylation
Solvent	ethyl acetate
Limiting Reactant	0.4 M
Precipitate	No
Yield	85 %
Comments	with pyridine(2 eq) at 0C to rt 4h then add formic acid and wash - less washing solvents gave higher yield
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-dihydroxybenzoic acid

acetic anhydride

3,5-diacetoxybenzoic acid

acetyl chloride

Reaction ID UCEXP022B

acetyl chloride

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	methanol
Limiting Reactant	0.017 M
Precipitate	No
Comments	solution of acetylchloride (3ml) in methanol (27ml) stirred for 27h
Reference	http://usefulchem.wikispaces.com/Exp022

+

→

acetyl chloride

Reaction ID UCEXP023C

acetyl chloride

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	methanol
Limiting Reactant	0.012 M
Precipitate	No
Comments	stirred for 24h in acetyl chloride (10%) methanol solution
Reference	http://usefulchem.wikispaces.com/Exp023

+

→

acetyl chloride

Reaction ID UCExp078

acetyl chloride

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	neat
Limiting Reactant	0.55 M
Precipitate	No
Comments	amidation
Reference	http://usefulchem.wikispaces.com/Exp078

+

→

5-methylfurfurylamine

acetyl chloride

N-[(5-methylfuran-2-yl)methyl]acetamide

Reaction ID UCExp103

acetyl chloride

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	methylene chloride
Limiting Reactant	0.33 M
Precipitate	No
Yield	56 %
Comments	triethyl amine used to mop up the acid generated
Reference	http://usefulchem.wikispaces.com/Exp103

+

→

acetyl chloride

furfurylamine

N-(furan-2-ylmethyl)acetamide

Reaction ID UCExp105

acetyl chloride

Researcher	Khalid Mirza
Reaction Type	Friedel-Crafts Alkylation
Solvent	t-butanol/acetic acid
Limiting Reactant	0.18 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp105

+

+

→

acetyl chloride

sulfuric acid

t-butanol

Reaction ID UCExp132B

acetyl chloride

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	methylene chloride
Limiting Reactant	0.7 M
Precipitate	No
Comments	triethyl amine used to mop-up the generated HCl
Reference	http://usefulchem.wikispaces.com/Exp132

+

→

acetyl chloride

N-Benzyl-1-(5-methyl-2-furyl)methanamine

N-benzyl-N-[(5-methylfuran-2-yl)methyl]acetamide

Reaction ID UCExp133B

acetyl chloride

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	methylene chloride
Limiting Reactant	0.65 M
Precipitate	No
Comments	triethyl amine used to mop-up the generated HCl
Reference	http://usefulchem.wikispaces.com/Exp133

+

→

acetyl chloride

N-Benzyl-1-(2-furyl)methanamine

N-benzyl-N-(furan-2-ylmethyl)acetamide

Reaction ID UCEXP248

acetyl chloride

Researcher	Khalid Mirza
Reaction Type	Esterification
Solvent	methanol
Limiting Reactant	0.357 M
Precipitate	Yes
Yield	86.2 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp248

+

+

→

acetyl chloride

L-tryptophan

methanol

L-tryptophanmethyl ester hydrochloride

adrenaline

Reaction ID UCEXP001

adrenaline

Researcher	JC-Bradley
Reaction Type	dehydration
Solvent	methanol
Limiting Reactant	0.0075 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-001.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP002

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.005 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-002.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP004

adrenaline

Researcher	Bret Rosen
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.013 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-004.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP005

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	acetic acid / benzene (1:1)
Limiting Reactant	0.01 M
Precipitate	No
Comments	6M sulfuric acid (1.5mL)
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-005.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP007

adrenaline

Researcher	Alicia Holsey
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.01 M
Precipitate	No
Comments	6M sulfuric acid (2M) 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/04/exp-007.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP008

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	benzene
Limiting Reactant	0.01 M
Precipitate	No
Comments	6M sulfuric acid (15mL) 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/04/exp-008.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP009

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	benzene
Limiting Reactant	0.02 M
Precipitate	No
Comments	sulfuric acid (conc) 15mL & water (2mL); 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-009.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP010

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	sulfuric acid
Limiting Reactant	0.04 M
Precipitate	No
Comments	sulfuric acid (conc) 40mL; 14h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-010.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP011

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	benzene
Limiting Reactant	0.02 M
Precipitate	No
Comments	sulfuric acid (conc) 40mL; 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-011.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP012

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	sulfuric acid
Limiting Reactant	0.015 M
Precipitate	No
Comments	sulfuric acid (conc) 80mL; 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-012.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP013

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.03 M
Precipitate	No
Comments	glacial acetic acid (40mL) water (4mL); 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-013.html

+

→

acetic acid

adrenaline

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP015

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.2 M
Precipitate	No
Comments	reaction mixture heated to 120C; water (36mL) added soon after
Reference	http://usefulchem-experiments1.blogspot.com/2006/06/exp-015.html

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP016

adrenaline

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.2 M
Precipitate	No
Comments	reaction mixture heated to 120C; water (36mL) added soon after
Reference	http://usefulchem-experiments1.blogspot.com/2006/07/exp-016.html

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP023A

adrenaline

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.37 M
Precipitate	No
Yield	20 %
Comments	heated at 125C for 3min then added water
Reference	http://usefulchem.wikispaces.com/Exp023

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP024

adrenaline

Researcher	Khalid Mirza/ Linn Chen
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.34 M
Precipitate	No
Comments	heated for 30min
Reference	http://usefulchem.wikispaces.com/Exp024

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP025

adrenaline

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.044 M
Precipitate	No
Yield	9.5 %
Comments	heated for 1h
Reference	http://usefulchem.wikispaces.com/Exp025

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

allylamine

Reaction ID CSSP485

allylamine

Researcher	Sirin Gulten
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.15 M
Precipitate	No
Yield	75 %
Comments	rt 28h then evap then wash with ether
Reference	http://cssp.chemspider.com/Article.aspx?id=485

+

+

+

→

3-nitropropanoic acid

allylamine

benzaldehyde

cyclohexyl isocyanide

25027159

aminoacetaldehyde dimethyl acetal

Reaction ID OEMW36-1

aminoacetaldehyde dimethyl acetal

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.5 M
Precipitate	No
Yield	66 %
Comments	paraformaldehyde used; 24h rt then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/321

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-2

aminoacetaldehyde dimethyl acetal

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	84 %
Comments	paraformaldehyde used; 60C 7h then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-3

aminoacetaldehyde dimethyl acetal

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	65 %
Comments	paraformaldehyde used; rt 22h with 0.05 eq pTsOH then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-4

aminoacetaldehyde dimethyl acetal

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	88 %
Comments	paraformaldehyde used; rt 22h with 0.05 eq zinc triflate then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-5

aminoacetaldehyde dimethyl acetal

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	76 %
Comments	paraformaldehyde used (2 eq); rt 22h then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW51-1

aminoacetaldehyde dimethyl acetal

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	-
Comments	paraformaldehyde used; reaction not yet started
Reference	http://www.ourexperiment.org/racemic_pzq/1555/Preparation_of_the_Nbenzoylprotected_Ugiintermediate_MW511.html

+

+

+

→

benzoic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

24789663

Reaction ID SLEXP299-4

aminoacetaldehyde dimethyl acetal

Researcher	Michael Wolfle
Reaction Type	amination
Solvent	toluene
Limiting Reactant	1 M
Precipitate	No
Yield	79 %
Comments	reflux 2h then HCl/ether
Reference	http://www.thesynapticleap.org/node/299

+

→

2-chloro-N-(2-phenylethyl)acetamide

aminoacetaldehyde dimethyl acetal

2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide

Reaction ID UCExp258

aminoacetaldehyde dimethyl acetal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.15 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp258

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

aniline

Reaction ID UCExp084

aniline

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.625 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp084

+

+

+

→

boc-gly-OH

aniline

piperonal

t-butyl isocyanide

24746803

Reaction ID UCExp093

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.125 M
Precipitate	No
Comments	benzophenone does not form an imine with aniline at room temp under normal reaction conditions
Reference	http://usefulchem.wikispaces.com/Exp093

+

+

→

boc-gly-OH

aniline

t-butyl isocyanide

24746809

Reaction ID UCExp137D

aniline

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746975

Reaction ID UCEXP164

aniline

Researcher	Emily Messner/Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp164

+

+

+

→

phenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106183

Reaction ID UCEXP171IV2B9

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106055

Reaction ID UCEXP173A/V2B13

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

4-chlorophenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106046

Reaction ID UCEXP174I/V2B41

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

methacrylic acid

aniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106198

Reaction ID UCEXP174T/V2B53

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,5-dimethoxyphenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106185

Reaction ID UCEXP179

aniline

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp179

+

+

+

→

4-chlorophenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105833

Reaction ID UCEXP181-069V2

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

aniline

2-naphthaldehyde

tosylmethyl isocyanide

24528108

Reaction ID UCEXP181-074V2

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

aniline

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24528110

Reaction ID UCEXP181-080V2

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	Not determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

aniline

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528116

Reaction ID UCEXP181-083V2

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

21106208

Reaction ID UCEXP181-093V2

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

hexanoic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528125

Reaction ID UCEXP181-107V2

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528137

Reaction ID UCEXP181-110V2

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528140

Reaction ID UCEXP186A

aniline

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP186B

aniline

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP186C

aniline

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	dichloromethane
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCExp236-12

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.636 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

aniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528285

Reaction ID UCExp236-17

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

aniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528290

Reaction ID UCExp236-21

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

aniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528294

Reaction ID UCExp238-03

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.931 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

aniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528305

Reaction ID UCExp238-15

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.974 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528317

Reaction ID UCExp238-27

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.726 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

aniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528327

Reaction ID UCExp238-39

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.76 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528339

Reaction ID UCExp241-32

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.751 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528369

Reaction ID UCExp241-39

aniline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.721 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528374

Reaction ID UCExp261-1

aniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	dichloromethane
Limiting Reactant	0.8 M
Precipitate	No
Comments	Stirred RT 24h; attempt to recrystallize by adding hexane; no precipitate
Reference	http://usefulchem.wikispaces.com/Exp261

+

→

aniline

benzaldehyde

benzalaniline

Reaction ID UCExp261-2

aniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	methanol
Limiting Reactant	0.8 M
Precipitate	No
Yield	66.5 %
Comments	Stirred RT 24h; rotary evaporated; recrystallized in ethanol
Reference	http://usefulchem.wikispaces.com/Exp261

+

→

aniline

benzaldehyde

benzalaniline

Reaction ID UCExp262-1

aniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	1.17 M
Precipitate	Yes
Yield	59.3 %
Comments	Heated to 50C; washed with ethanol
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

aniline

vanillin

N-Vanillylideneaniline

Reaction ID UCExp262-2

aniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	1.3 M
Precipitate	Yes
Product	No
Comments	aldehyde oxidized to acid
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

4-chlorobenzaldehyde

aniline

1-(4-chlorophenyl)-N-phenylmethanimine

Reaction ID UCExp262-2-Actual

aniline

Researcher	Evan Curtin
Reaction Type	oxidation
Solvent	ethanol
Limiting Reactant	1.3 M
Precipitate	Yes
Yield	34.7 %
Comments	aldehyde oxidized to acid
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

4-chlorobenzaldehyde

aniline

4-chlorobenzoic acid

Reaction ID UCExp263

aniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	4 M
Precipitate	Yes
Yield	56.2 %
Comments	high concentration led to layers; cooling to 0C gave precipitate
Reference	http://usefulchem.wikispaces.com/Exp263

+

→

aniline

benzaldehyde

benzalaniline

Reaction ID UCExp268

aniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	2 M
Precipitate	Yes
Yield	78 %
Comments	Stirred RT for 26 minutes
Reference	http://usefulchem.wikispaces.com/Exp268

+

→

aniline

vanillin

N-Vanillylidene Aniline

Reaction ID UCExp269-1

aniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	2 M
Precipitate	Yes
Yield	67 %
Comments	Stirred RT 86 Minutes; filtered
Reference	http://usefulchem.wikispaces.com/Exp269

+

→

aniline

salicylaldehyde

salicylideneaniline

Reaction ID UCExp269-2

aniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	21 %
Comments	Stirred RT 4 Days; filtered
Reference	http://usefulchem.wikispaces.com/Exp269

+

→

4-dimethylaminobenzaldehyde

aniline

N N-dimethyl-4-[(E)-(phenylimino)methyl]aniline

Reaction ID UCExp269-3

aniline

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	2 M
Precipitate	Yes
Yield	92 %
Comments	Stirred RT 21H; filtered
Reference	http://usefulchem.wikispaces.com/Exp269

+

→

aniline

p-anisaldehyde

N-(4-methoxybenzylidene)aniline

benzaldehyde

Reaction ID CSSP485

benzaldehyde

Researcher	Sirin Gulten
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.15 M
Precipitate	No
Yield	75 %
Comments	rt 28h then evap then wash with ether
Reference	http://cssp.chemspider.com/Article.aspx?id=485

+

+

+

→

3-nitropropanoic acid

allylamine

benzaldehyde

cyclohexyl isocyanide

25027159

Reaction ID UCEXP086B

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.402 M
Precipitate	Yes
Yield	38 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp086

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCExp089

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	solvent evaporated
Reference	http://usefulchem.wikispaces.com/Exp089

+

+

+

→

boc-gly-OH

t-butylamine

benzaldehyde

t-butyl isocyanide

16508679

Reaction ID UCEXP099C

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.405 M
Precipitate	Yes
Yield	47.2 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp099

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCExp100

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Imine reversal hampered the Ugi reaction-t-butyl group from amine likely causes the imine reversal- see imine synthesis tag- James Giammarco's work
Reference	http://usefulchem.wikispaces.com/Exp100

+

+

+

→

boc-gly-OH

t-butylamine

benzaldehyde

t-butyl isocyanide

16508679

Reaction ID UCEXP108C

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.393 M
Precipitate	Yes
Yield	20.4 %
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp108

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

benzyl isocyanide

21106009

Reaction ID UCEXP109C

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Product	Pending
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp109

+

+

+

→

boc-gly-OH

5-(trifluoromethyl)-2-furylmethylamine

benzaldehyde

benzyl isocyanide

21105565

Reaction ID UCExp113

benzaldehyde

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	31.2 %
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp113

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCExp116A

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24528186

Reaction ID UCEXP130-3

benzaldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.429 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

21106060

Reaction ID UCExp132A

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Reductive amination
Solvent	acetic acid
Limiting Reactant	1 M
Precipitate	No
Comments	reduction of the imine by insitu generated sodium acetoxyborohydride
Reference	http://usefulchem.wikispaces.com/Exp132

+

+

+

→

5-methylfurfurylamine

acetic acid

benzaldehyde

soidum borohydride

N-Benzyl-1-(5-methyl-2-furyl)methanamine

Reaction ID UCExp133A

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Reductive amination
Solvent	acetic acid
Limiting Reactant	1 M
Precipitate	No
Comments	reduction of the imine by insitu generated sodium acetoxyborohydride
Reference	http://usefulchem.wikispaces.com/Exp133

+

+

+

→

acetic acid

benzaldehyde

furfurylamine

soidum borohydride

N-Benzyl-1-(2-furyl)methanamine

Reaction ID UCExp138C

benzaldehyde

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

2,3-dihydroxybenzoic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

24746974

Reaction ID UCExp143B

benzaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

3-nitrobenzoic acid

methylamine

benzaldehyde

tosylmethyl isocyanide

24747187

Reaction ID UCExp144A

benzaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24747190

Reaction ID UCEXP155B-V1B159

benzaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.674 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp155

+

+

+

→

3-(4-methoxyphenyl)propionic acid

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

21106074

Reaction ID UCEXP173O/V2B27

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Product	pending
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

benzaldehyde

tosylmethyl isocyanide

21105843

Reaction ID UCEXP174A/V2B31

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

21106189

Reaction ID UCEXP181-071V2

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24528531

Reaction ID UCEXP181-073V2

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

boc-trp-OH

methylamine

benzaldehyde

t-butyl isocyanide

24528109

Reaction ID UCEXP181-083V2

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

21106208

Reaction ID UCEXP186A

benzaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP186B

benzaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP186C

benzaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	dichloromethane
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP201-01

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.039 M
Precipitate	Yes
Yield	50.73 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-02

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.019 M
Precipitate	Yes
Yield	59.07 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-03

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	Yes
Yield	61.55 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-04

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.007 M
Precipitate	Yes
Yield	60.31 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-05

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.015 M
Precipitate	Yes
Yield	60.2 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-06

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.998 M
Precipitate	Yes
Yield	69.22 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-07

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	52.42 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-08

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	44.64 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-09

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	50.28 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-10

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.79 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-11

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	53.43 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-12

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.67 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-13

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.34 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-14

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.35 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-15

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	10.37 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-16

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	16.35 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-17

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	8.68 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-18

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	5.64 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-19

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	51.52 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-20

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	46.78 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-21

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	51.29 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-22

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.11 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-23

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	55.91 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-24

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	58.28 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-25

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.24 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-26

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	2.25 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-27

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	7.78 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-28

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.13 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-29

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.79 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-30

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-31

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	39.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-32

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	40.58 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-33

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	43.85 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-34

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	35.4 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-35

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	41.37 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-36

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	39.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-37

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.68 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-38

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.8 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-39

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.002 M
Precipitate	Yes
Yield	1.01 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-40

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.9 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-41

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.01 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-42

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.45 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-43

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	6.54 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-44

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	7.89 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-45

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	10.03 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-46

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	9.92 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-47

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	7.44 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-48

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	12.06 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP216-1

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCEXP216-5

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP216-6

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

benzyl isocyanide

21106009

Reaction ID UCEXP217-3

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.383 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP217-4

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.383 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-1

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.898 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-2

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-3

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.473 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-4

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.473 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP224-1

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

t-butyl isocyanide

24747206

Reaction ID UCEXP224-2

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

n-butyl isocyanide

24747199

Reaction ID UCEXP224-3

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

1-pentyl isocyanide

24747205

Reaction ID UCEXP224-4

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

cyclohexylisocyanide

24747204

Reaction ID UCEXP224-5

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

benzyl isocyanide

24747203

Reaction ID UCEXP224-6

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

tosylmethyl isocyanide

24747202

Reaction ID UCEXP224-7

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

2-morpholinoethyl isocyanide

24747200

Reaction ID UCEXP224-8

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

2-chloro-6-methylphenyl isocyanide

24747201

Reaction ID UCEXP226-1

benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.523 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

24528165

Reaction ID UCEXP226-2

benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.525 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

n-butyl isocyanide

24528166

Reaction ID UCEXP226-3

benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.519 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

1-pentyl isocyanide

24528167

Reaction ID UCEXP226-4

benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.52 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

cyclohexylisocyanide

24528168

Reaction ID UCEXP226-5

benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.52 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

benzyl isocyanide

24528169

Reaction ID UCEXP226-6

benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.501 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

24528170

Reaction ID UCEXP226-7

benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.516 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

2-morpholinoethyl isocyanide

24528171

Reaction ID UCEXP226-8

benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.434 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

2-chloro-6-methylphenyl isocyanide

24528172

Reaction ID UCEXP228-4

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.634 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

benzaldehyde

n-butyl isocyanide

24534192

Reaction ID UCEXP229-2

benzaldehyde

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.667 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp229

+

+

+

→

boc-trp-OH

1-hexylamine

benzaldehyde

n-butyl isocyanide

24528183

Reaction ID UCEXP232-01

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP232-02

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

n-butyl isocyanide

24528189

Reaction ID UCEXP232-03

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.099 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

1-pentyl isocyanide

24528190

Reaction ID UCEXP232-04

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

cyclohexylisocyanide

24528191

Reaction ID UCEXP232-05

benzaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528192

Reaction ID UCExp261-1

benzaldehyde

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	dichloromethane
Limiting Reactant	0.8 M
Precipitate	No
Comments	Stirred RT 24h; attempt to recrystallize by adding hexane; no precipitate
Reference	http://usefulchem.wikispaces.com/Exp261

+

→

aniline

benzaldehyde

benzalaniline

Reaction ID UCExp261-2

benzaldehyde

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	methanol
Limiting Reactant	0.8 M
Precipitate	No
Yield	66.5 %
Comments	Stirred RT 24h; rotary evaporated; recrystallized in ethanol
Reference	http://usefulchem.wikispaces.com/Exp261

+

→

aniline

benzaldehyde

benzalaniline

Reaction ID UCExp263

benzaldehyde

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	4 M
Precipitate	Yes
Yield	56.2 %
Comments	high concentration led to layers; cooling to 0C gave precipitate
Reference	http://usefulchem.wikispaces.com/Exp263

+

→

aniline

benzaldehyde

benzalaniline

benzoic acid

Reaction ID OEMW51-1

benzoic acid

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	-
Comments	paraformaldehyde used; reaction not yet started
Reference	http://www.ourexperiment.org/racemic_pzq/1555/Preparation_of_the_Nbenzoylprotected_Ugiintermediate_MW511.html

+

+

+

→

benzoic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

24789663

Reaction ID UCExp139A

benzoic acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

benzoic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747077

Reaction ID UCExp149

benzoic acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp149

+

+

+

→

benzoic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747195

Reaction ID UCEXP174D/V2B35

benzoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

benzoic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106202

benzophenone

Reaction ID UCExp093

benzophenone

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.125 M
Precipitate	No
Comments	benzophenone does not form an imine with aniline at room temp under normal reaction conditions
Reference	http://usefulchem.wikispaces.com/Exp093

+

+

→

boc-gly-OH

aniline

t-butyl isocyanide

24746809

benzyl chloride

Reaction ID DSp31

benzyl chloride

Researcher	Dustin Sprouse
Reaction Type	Grignard
Solvent	diethyl ether
Limiting Reactant	0.6 M
Precipitate	No
Comments	Mg then aldehyde then 3N HCl; mixtures obtained
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

benzyl chloride

p-anisaldehyde

p-methoxystilbene

benzyl isocyanide

Reaction ID UCEXP003A

benzyl isocyanide

Researcher	James Giammarco/ Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-003.html

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP006

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.01 M
Precipitate	No
Comments	0.49mmol each component in 25mL methanol for 24h
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-006_29.html

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP014A

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.2 M
Precipitate	No
Comments	The mixture was stirred for 15 h; excess aldehyde (12%)
Reference	http://usefulchem.wikispaces.com/Exp+014

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP017A

benzyl isocyanide

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 22h
Reference	http://usefulchem.wikispaces.com/EXP+017

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746806

Reaction ID UCEXP018A

benzyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 18h
Reference	http://usefulchem.wikispaces.com/EXP+018

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP019A

benzyl isocyanide

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/exp+019

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP020A

benzyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.023 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/EXP020

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP021A

benzyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.023 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/EXP021

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP022A

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp022

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCEXP023B

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	All components (0.6mmol each) in methanol (24mL)stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp023

+

+

+

→

3,4-dihydroxyphenyl acetic acid

boc-Met-OH

5-methylfurfurylamine

benzyl isocyanide

24746742

Reaction ID UCEXP026

benzyl isocyanide

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp26

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP029

benzyl isocyanide

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	Reaction mixture left undisturbed for 24h tightly capped
Reference	http://usefulchem.wikispaces.com/Exp029

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP031

benzyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.5 M
Precipitate	No
Comments	aldehyde and amine stirred for 12min then acid and isonitrile added and stirred for another 24h
Reference	http://usefulchem.wikispaces.com/Exp031

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

24746791

Reaction ID UCEXP054

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	Yes
Yield	11 %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp054

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp060A

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	Yes
Yield	25 %
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp060

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp064

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.393 M
Precipitate	Yes
Yield	43.8 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp064

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCEXP108C

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.393 M
Precipitate	Yes
Yield	20.4 %
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp108

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

benzyl isocyanide

21106009

Reaction ID UCEXP109C

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Product	Pending
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp109

+

+

+

→

boc-gly-OH

5-(trifluoromethyl)-2-furylmethylamine

benzaldehyde

benzyl isocyanide

21105565

Reaction ID UCExp114

benzyl isocyanide

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp114

+

+

+

→

2-(4-methylphenyl)propionicacid

methylamine

2-furaldehyde

benzyl isocyanide

24746830

Reaction ID UCExp115

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp115

+

+

+

→

2-(4-methylphenyl)propionicacid

methylamine

2-furaldehyde

benzyl isocyanide

24746830

Reaction ID UCExp119A

benzyl isocyanide

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp119

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCExp125C

benzyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

benzyl isocyanide

21106062

Reaction ID UCExp126C

benzyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

benzyl isocyanide

21106061

Reaction ID UCEXP130-4

benzyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.725 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCEXP131-4

benzyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.612 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

benzyl isocyanide

21106061

Reaction ID UCEXP131-5

benzyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.605 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

benzyl isocyanide

21106062

Reaction ID UCExp135

benzyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.604 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp135

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

benzyl isocyanide

24746971

Reaction ID UCExp145

benzyl isocyanide

Researcher	Khalid Mirza/ Tim Bohinski
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp145

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCEXP215G

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF + methanol
Limiting Reactant	0.291 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

chloroacetic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

benzyl isocyanide

24528156

Reaction ID UCEXP216-6

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

benzyl isocyanide

21106009

Reaction ID UCEXP224-5

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

benzyl isocyanide

24747203

Reaction ID UCEXP225-5

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.891 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

benzyl isocyanide

24528161

Reaction ID UCEXP226-5

benzyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.52 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

benzyl isocyanide

24528169

Reaction ID UCEXP227-5

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.446 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

benzyl isocyanide

24528177

Reaction ID UCExp240-05

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.568 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

benzyl isocyanide

24528346

Reaction ID UCExp240-11

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.788 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

benzyl isocyanide

24528350

Reaction ID UCExp241-01

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

4-methoxybenzaldehyde

benzyl isocyanide

24534407

Reaction ID UCExp241-02

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

m-anisaldehyde

benzyl isocyanide

24534408

Reaction ID UCExp241-03

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.512 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2-furaldehyde

benzyl isocyanide

24534403

Reaction ID UCExp241-14

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-15

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-16

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCEXP259

benzyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp259

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

benzylamine

Reaction ID UCExp116A

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24528186

Reaction ID UCExp116B

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

benzylamine

salicylaldehyde

tosylmethyl isocyanide

24746819

Reaction ID UCExp136

benzylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.604 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp136

+

+

+

→

boc-trp-OH

benzylamine

o-vanillin

1-pentyl isocyanide

24746972

Reaction ID UCExp137H

benzylamine

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

furoic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746981

Reaction ID UCExp139B

benzylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

hippuric acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747177

Reaction ID UCExp139H

benzylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747176

Reaction ID UCExp139J

benzylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

phenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747180

Reaction ID UCExp143C

benzylamine

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp144A

benzylamine

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24747190

Reaction ID UCExp144B

benzylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

benzylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24747191

Reaction ID UCEXP150D-V1B155

benzylamine

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.404 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	59 %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp150

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp154C

benzylamine

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP156B-V1B155

benzylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.678 M
Precipitate	Yes but reactants initially insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp156

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106075

Reaction ID UCEXP159C-V1B18

benzylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.661 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp159

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP171D/V2B4

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

benzylamine

o-vanillin

t-butyl isocyanide

21105846

Reaction ID UCEXP173G/V2B19

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

n-butyl isocyanide

21105845

Reaction ID UCEXP175D

benzylamine

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp175

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP181-065V2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528104

Reaction ID UCEXP181-071V2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24528531

Reaction ID UCEXP181-084V2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

benzylamine

3-methoxybenzaldehyde

n-butyl isocyanide

24528119

Reaction ID UCEXP181-124V2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3-(4-methoxyphenyl)propionic acid

benzylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528152

Reaction ID UCEXP185-2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.409 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp185

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP187-2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.06 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP188-2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP214C

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.404 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp214

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP215B

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.678 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP215F

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.661 M
Precipitate	Yes but not at room temperature
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP216-12

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

phenylpropynoic acid

benzylamine

veratraldehyde

n-butyl isocyanide

21105845

Reaction ID UCEXP216-13

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP216-9

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP217-1

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.384 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP217-2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.383 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP221-2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP231-1

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	1.538 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

formic acid

benzylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

24528186

Reaction ID UCEXP231-2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	aldehyde insoluble at this concentration
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP233-1

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.921 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24534439

Reaction ID UCEXP233-10

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

23078615

Reaction ID UCEXP233-11

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.021 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528262

Reaction ID UCEXP233-12

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528263

Reaction ID UCEXP233-2

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.92 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24534440

Reaction ID UCEXP233-3

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528265

Reaction ID UCEXP233-4

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.917 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

23078615

Reaction ID UCEXP233-5

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.919 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528262

Reaction ID UCEXP233-6

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.917 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528263

Reaction ID UCEXP233-7

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.02 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24534439

Reaction ID UCEXP233-8

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24534440

Reaction ID UCEXP233-9

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.021 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528265

Reaction ID UCEXP234-1

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528266

Reaction ID UCEXP234-10

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-serine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528267

Reaction ID UCEXP234-2

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

23078614

Reaction ID UCEXP234-3

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528266

Reaction ID UCEXP234-4

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

23078614

Reaction ID UCEXP234-5

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

Fmoc-Diglycine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528270

Reaction ID UCEXP234-6

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

Fmoc-Diglycine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528271

Reaction ID UCEXP234-7

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-diglycine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528272

Reaction ID UCEXP234-8

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-diglycine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528273

Reaction ID UCEXP234-9

benzylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-serine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528274

Reaction ID UCExp236-03

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528277

Reaction ID UCExp236-11

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528284

Reaction ID UCExp236-24

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.63 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528297

Reaction ID UCExp236-26

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.612 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

benzylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528299

Reaction ID UCExp238-04

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.866 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528306

Reaction ID UCExp238-16

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.906 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp238-28

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.674 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528328

Reaction ID UCExp238-40

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.706 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528340

Reaction ID UCExp241-48

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.734 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

benzylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528381

Reaction ID UCEXP247-3

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.81 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528328

Reaction ID UCEXP247-4

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528340

Reaction ID UCEXP251-2

benzylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	64.3 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

boc-diglycine

Reaction ID UCEXP234-7

boc-diglycine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-diglycine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528272

Reaction ID UCEXP234-8

boc-diglycine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-diglycine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528273

boc-gly-OH

Reaction ID UCEXP018A

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 18h
Reference	http://usefulchem.wikispaces.com/EXP+018

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP019A

boc-gly-OH

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/exp+019

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP020A

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.023 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/EXP020

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP021A

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.023 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/EXP021

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

benzyl isocyanide

24746693

Reaction ID UCEXP022A

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp022

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCEXP026

boc-gly-OH

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp26

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP027A

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp027

+

+

+

→

boc-gly-OH

t-butylamine

formaldehyde

2-morpholinoethyl isocyanide

24746793

Reaction ID UCEXP028

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	1M aq.LiCl
Limiting Reactant	0.04 M
Precipitate	No
Comments	aqueous reaction mixture was stirred for 4h
Reference	http://usefulchem.wikispaces.com/Exp028

+

+

+

→

boc-gly-OH

t-butylamine

formaldehyde

2-morpholinoethyl isocyanide

24746793

Reaction ID UCEXP029

boc-gly-OH

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	Reaction mixture left undisturbed for 24h tightly capped
Reference	http://usefulchem.wikispaces.com/Exp029

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP030

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	aldehyd; amine and acid in methanol was stirred for 10min then isocyanide added to the reaction mixture and stirred for 24.5h
Reference	http://usefulchem.wikispaces.com/Exp030

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

2-morpholinoethyl isocyanide

24746790

Reaction ID UCEXP031

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.5 M
Precipitate	No
Comments	aldehyde and amine stirred for 12min then acid and isonitrile added and stirred for another 24h
Reference	http://usefulchem.wikispaces.com/Exp031

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

24746791

Reaction ID UCEXP034

boc-gly-OH

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	aldehyde and amine mixed for 10min then acid and isonitrile added along with CDCl3 in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp034

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746795

Reaction ID UCEXP038

boc-gly-OH

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	1.56 M
Precipitate	No
Comments	reaction run in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp038

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746795

Reaction ID UCEXP045

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	1.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp045

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

2-morpholinoethyl isocyanide

24746794

Reaction ID UCEXP046

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp046

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

2-morpholinoethyl isocyanide

24746794

Reaction ID UCEXP048

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp048

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

2-morpholinoethyl isocyanide

24746790

Reaction ID UCEXP051

boc-gly-OH

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp051

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCEXP052E

boc-gly-OH

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Yield	32 %
Comments	1M solutions of the starting materials was made
Reference	http://usefulchem.wikispaces.com/Exp052

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP054

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	Yes
Yield	11 %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp054

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp058

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp058

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp059

boc-gly-OH

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	Yes
Yield	- %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp059

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp060A

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	Yes
Yield	25 %
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp060

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp061

boc-gly-OH

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp061

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp062

boc-gly-OH

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.46 M
Precipitate	Yes
Yield	41.3 %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp062

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp063

boc-gly-OH

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp063

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp064

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.393 M
Precipitate	Yes
Yield	43.8 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp064

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp066

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.125 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp066

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp069

boc-gly-OH

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.08 M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp069

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp076

boc-gly-OH

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	- M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp076

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp077

boc-gly-OH

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CDCl3
Limiting Reactant	- M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp077

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp080

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.0625 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp080

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp083

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.125 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp083

+

+

+

→

boc-gly-OH

t-butylamine

crotonaldehyde

t-butyl isocyanide

24746804

Reaction ID UCExp084

boc-gly-OH

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.625 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp084

+

+

+

→

boc-gly-OH

aniline

piperonal

t-butyl isocyanide

24746803

Reaction ID UCEXP086B

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.402 M
Precipitate	Yes
Yield	38 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp086

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCExp088

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	CDCl3
Limiting Reactant	1 M
Precipitate	No
Yield	48 %
Comments	amino acid coupling with DCC and DMAP in CDCl3
Reference	http://usefulchem.wikispaces.com/Exp088

+

→

5-methylfurfurylamine

boc-gly-OH

Reaction ID UCExp089

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	solvent evaporated
Reference	http://usefulchem.wikispaces.com/Exp089

+

+

+

→

boc-gly-OH

t-butylamine

benzaldehyde

t-butyl isocyanide

16508679

Reaction ID UCExp093

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.125 M
Precipitate	No
Comments	benzophenone does not form an imine with aniline at room temp under normal reaction conditions
Reference	http://usefulchem.wikispaces.com/Exp093

+

+

→

boc-gly-OH

aniline

t-butyl isocyanide

24746809

Reaction ID UCExp094

boc-gly-OH

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	chlorform/methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Product	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp094

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp095

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp095

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCExp096

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	40 %
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp096

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP099C

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.405 M
Precipitate	Yes
Yield	47.2 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp099

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+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCExp100

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Imine reversal hampered the Ugi reaction-t-butyl group from amine likely causes the imine reversal- see imine synthesis tag- James Giammarco's work
Reference	http://usefulchem.wikispaces.com/Exp100

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+

+

→

boc-gly-OH

t-butylamine

benzaldehyde

t-butyl isocyanide

16508679

Reaction ID UCEXP104C

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Yes
Yield	12 %
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp104

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+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP108C

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.393 M
Precipitate	Yes
Yield	20.4 %
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp108

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

benzyl isocyanide

21106009

Reaction ID UCEXP109C

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Product	Pending
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp109

+

+

+

→

boc-gly-OH

5-(trifluoromethyl)-2-furylmethylamine

benzaldehyde

benzyl isocyanide

21105565

Reaction ID UCExp113

boc-gly-OH

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	31.2 %
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp113

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+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCEXP201-01

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.039 M
Precipitate	Yes
Yield	50.73 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-02

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.019 M
Precipitate	Yes
Yield	59.07 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-03

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	Yes
Yield	61.55 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-04

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.007 M
Precipitate	Yes
Yield	60.31 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-05

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.015 M
Precipitate	Yes
Yield	60.2 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-06

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.998 M
Precipitate	Yes
Yield	69.22 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-07

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	52.42 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-08

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	44.64 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-09

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	50.28 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-10

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.79 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-11

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	53.43 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-12

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.67 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-13

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.34 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-14

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.35 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-15

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	10.37 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-16

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	16.35 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-17

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	8.68 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-18

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	5.64 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-19

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	51.52 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-20

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	46.78 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-21

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	51.29 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-22

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.11 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-23

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	55.91 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-24

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	58.28 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-25

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.24 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-26

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	2.25 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-27

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	7.78 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-28

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.13 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-29

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.79 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-30

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-31

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	39.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-32

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	40.58 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-33

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	43.85 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-34

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	35.4 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-35

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	41.37 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-36

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	39.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-37

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.68 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-38

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.8 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-39

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.002 M
Precipitate	Yes
Yield	1.01 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-40

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.9 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-41

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.01 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-42

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.45 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-43

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	6.54 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-44

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	7.89 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-45

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	10.03 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-46

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	9.92 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-47

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	7.44 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-48

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	12.06 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP216-1

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCEXP216-2

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP216-3

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP216-4

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

t-butyl isocyanide

21486195

Reaction ID UCEXP216-5

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP216-6

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

benzyl isocyanide

21106009

Reaction ID UCEXP217-3

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.383 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP217-4

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.383 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP217-5

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.384 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP222-1

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.898 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-2

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-3

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.473 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-4

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.473 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP223

boc-gly-OH

Researcher	David Bulger/ Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp223

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP225-1

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.631 M
Precipitate	Yes
Yield	- %
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

t-butyl isocyanide

24528157

Reaction ID UCEXP225-2

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.905 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

n-butyl isocyanide

24528158

Reaction ID UCEXP225-3

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.888 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

1-pentyl isocyanide

24528159

Reaction ID UCEXP225-4

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.889 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

cyclohexylisocyanide

24528160

Reaction ID UCEXP225-5

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.891 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

benzyl isocyanide

24528161

Reaction ID UCEXP225-6

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.438 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

tosylmethyl isocyanide

24528162

Reaction ID UCEXP225-7

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.879 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

2-morpholinoethyl isocyanide

24528163

Reaction ID UCEXP225-8

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.868 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

2-chloro-6-methylphenyl isocyanide

24528164

Reaction ID UCEXP232-01

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP232-02

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

n-butyl isocyanide

24528189

Reaction ID UCEXP232-03

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.099 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

1-pentyl isocyanide

24528190

Reaction ID UCEXP232-04

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

cyclohexylisocyanide

24528191

Reaction ID UCEXP232-05

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528192

Reaction ID UCEXP232-06

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528193

Reaction ID UCEXP232-07

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.082 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

n-butyl isocyanide

24528194

Reaction ID UCEXP232-08

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

1-pentyl isocyanide

24528195

Reaction ID UCEXP232-09

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

cyclohexylisocyanide

24528196

Reaction ID UCEXP232-10

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528197

Reaction ID UCEXP232-11

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.029 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528198

Reaction ID UCEXP232-12

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528199

Reaction ID UCEXP232-13

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.029 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

1-pentyl isocyanide

24528200

Reaction ID UCEXP232-14

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

21782441

Reaction ID UCEXP232-15

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528201

Reaction ID UCEXP232-16

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

t-butyl isocyanide

24528202

Reaction ID UCEXP232-17

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.365 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

n-butyl isocyanide

24528203

Reaction ID UCEXP232-18

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.367 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

1-pentyl isocyanide

24528204

Reaction ID UCEXP232-19

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

cyclohexylisocyanide

24528205

Reaction ID UCEXP232-20

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528206

Reaction ID UCEXP232-21

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

t-butyl isocyanide

24528207

Reaction ID UCEXP232-22

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.007 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

n-butyl isocyanide

24528208

Reaction ID UCEXP232-23

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

1-pentyl isocyanide

24528209

Reaction ID UCEXP232-24

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

cyclohexylisocyanide

24528210

Reaction ID UCEXP232-25

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528211

Reaction ID UCEXP232-26

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

t-butyl isocyanide

24528212

Reaction ID UCEXP232-27

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

n-butyl isocyanide

24528213

Reaction ID UCEXP232-28

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.093 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

1-pentyl isocyanide

24528214

Reaction ID UCEXP232-29

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

cyclohexylisocyanide

24528215

Reaction ID UCEXP232-30

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528216

Reaction ID UCEXP232-31

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

t-butyl isocyanide

24528217

Reaction ID UCEXP232-32

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

n-butyl isocyanide

24528218

Reaction ID UCEXP232-33

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.111 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

1-pentyl isocyanide

24528219

Reaction ID UCEXP232-34

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

cyclohexylisocyanide

24528220

Reaction ID UCEXP232-35

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528221

Reaction ID UCEXP232-36

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

t-butyl isocyanide

24528222

Reaction ID UCEXP232-37

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

24528223

Reaction ID UCEXP232-38

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

1-pentyl isocyanide

24528224

Reaction ID UCEXP232-39

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

cyclohexylisocyanide

24528225

Reaction ID UCEXP232-40

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528226

Reaction ID UCEXP232-41

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

t-butyl isocyanide

24528227

Reaction ID UCEXP232-42

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

n-butyl isocyanide

24528228

Reaction ID UCEXP232-43

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

1-pentyl isocyanide

24528229

Reaction ID UCEXP232-44

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

cyclohexylisocyanide

24528230

Reaction ID UCEXP232-45

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528231

Reaction ID UCEXP232-46

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

t-butyl isocyanide

24528232

Reaction ID UCEXP232-47

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

n-butyl isocyanide

24528233

Reaction ID UCEXP232-48

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

1-pentyl isocyanide

24528234

Reaction ID UCEXP232-49

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

cyclohexylisocyanide

24528235

Reaction ID UCEXP232-50

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528236

Reaction ID UCEXP232-51

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

t-butyl isocyanide

24528237

Reaction ID UCEXP232-52

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

n-butyl isocyanide

24528238

Reaction ID UCEXP232-53

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

1-pentyl isocyanide

24528239

Reaction ID UCEXP232-54

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

cyclohexylisocyanide

24528240

Reaction ID UCEXP232-55

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528241

Reaction ID UCEXP232-56

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

t-butyl isocyanide

24528242

Reaction ID UCEXP232-57

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

n-butyl isocyanide

24528243

Reaction ID UCEXP232-58

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

1-pentyl isocyanide

24528243

Reaction ID UCEXP232-59

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

cyclohexylisocyanide

24528244

Reaction ID UCEXP232-60

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

1,1,3,3-tetramethylbutyl isocyanide

24528245

Reaction ID UCEXP232-61

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

t-butyl isocyanide

24534409

Reaction ID UCEXP232-62

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

n-butyl isocyanide

24534417

Reaction ID UCEXP232-63

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.07 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

1-pentyl isocyanide

24534418

Reaction ID UCEXP232-64

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

cyclohexylisocyanide

24534419

Reaction ID UCEXP232-65

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24534420

Reaction ID UCEXP232-66

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

t-butyl isocyanide

24528251

Reaction ID UCEXP232-67

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.068 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

n-butyl isocyanide

24528252

Reaction ID UCEXP232-68

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

1-pentyl isocyanide

24528253

Reaction ID UCEXP232-69

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

cyclohexylisocyanide

24528254

Reaction ID UCEXP232-70

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528255

Reaction ID UCEXP232-71

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

t-butyl isocyanide

24528256

Reaction ID UCEXP232-72

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

n-butyl isocyanide

24528257

Reaction ID UCEXP232-73

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

1-pentyl isocyanide

24528258

Reaction ID UCEXP232-74

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

cyclohexylisocyanide

24528259

Reaction ID UCEXP232-75

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528260

Reaction ID UCExp235-1

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp235

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528198

Reaction ID UCExp235-2

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp235

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

21782441

Reaction ID UCExp238-25

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.686 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

2-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528325

Reaction ID UCExp238-26

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.684 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

3-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528326

Reaction ID UCExp238-27

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.726 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

aniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528327

Reaction ID UCExp238-28

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.674 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528328

Reaction ID UCExp238-29

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.704 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528329

Reaction ID UCExp238-30

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.378 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

cyclohexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528330

Reaction ID UCExp238-31

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.48 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528331

Reaction ID UCExp238-32

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.572 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-heptylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528332

Reaction ID UCExp238-33

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.616 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528333

Reaction ID UCExp238-34

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.648 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528334

Reaction ID UCExp238-35

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.753 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528335

Reaction ID UCExp238-36

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.686 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

t-butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528336

Reaction ID UCExp238-37

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.718 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

2-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528337

Reaction ID UCExp238-38

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.716 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528338

Reaction ID UCExp238-39

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.76 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528339

Reaction ID UCExp238-40

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.706 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528340

Reaction ID UCExp238-41

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.737 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528341

Reaction ID UCExp238-42

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.399 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528342

Reaction ID UCExp238-43

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.505 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528343

Reaction ID UCExp238-44

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.6 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528344

Reaction ID UCEXP247-1

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.8 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528333

Reaction ID UCEXP247-2

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528335

Reaction ID UCEXP247-3

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.81 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528328

Reaction ID UCEXP247-4

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528340

Reaction ID UCEXP247-5

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528329

Reaction ID UCEXP247-6

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.84 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP247-7

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528343

Reaction ID UCEXP247-8

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.62 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528334

Reaction ID UCEXP259

boc-gly-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp259

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

boc-Met-OH

Reaction ID UCEXP003A

boc-Met-OH

Researcher	James Giammarco/ Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-003.html

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP006

boc-Met-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.01 M
Precipitate	No
Comments	0.49mmol each component in 25mL methanol for 24h
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-006_29.html

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP014A

boc-Met-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.2 M
Precipitate	No
Comments	The mixture was stirred for 15 h; excess aldehyde (12%)
Reference	http://usefulchem.wikispaces.com/Exp+014

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP017A

boc-Met-OH

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 22h
Reference	http://usefulchem.wikispaces.com/EXP+017

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746806

Reaction ID UCEXP023B

boc-Met-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	All components (0.6mmol each) in methanol (24mL)stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp023

+

+

+

→

3,4-dihydroxyphenyl acetic acid

boc-Met-OH

5-methylfurfurylamine

benzyl isocyanide

24746742

Reaction ID UCEXP032

boc-Met-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.33 M
Precipitate	No
Comments	a preformed aldimine of t-butylamine and phenylacetaldehyde was stirred with the acid and isonitrile for 24h
Reference	http://usefulchem.wikispaces.com/Exp032

+

+

+

→

boc-Met-OH

t-butylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746792

boc-pro-OH

Reaction ID UCEXP233-11

boc-pro-OH

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.021 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528262

Reaction ID UCEXP233-12

boc-pro-OH

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528263

Reaction ID UCEXP233-5

boc-pro-OH

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.919 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528262

Reaction ID UCEXP233-6

boc-pro-OH

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.917 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528263

boc-serine

Reaction ID UCEXP234-10

boc-serine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-serine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528267

Reaction ID UCEXP234-9

boc-serine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-serine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528274

boc-threonine

Reaction ID UCEXP234-11

boc-threonine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.893 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-threonine

glycine methyl ester hydrochloride

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528268

Reaction ID UCEXP234-12

boc-threonine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.891 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-threonine

glycine methyl ester hydrochloride

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528269

boc-trp-OH

Reaction ID UCExp120

boc-trp-OH

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp120

+

+

+

→

boc-trp-OH

furfurylamine

o-vanillin

1-pentyl isocyanide

24746825

Reaction ID UCExp121

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp121

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

o-vanillin

1-pentyl isocyanide

24746818

Reaction ID UCExp123

boc-trp-OH

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp123

+

+

+

→

boc-trp-OH

furfurylamine

o-vanillin

n-butyl isocyanide

24746816

Reaction ID UCExp125A

boc-trp-OH

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

n-butyl isocyanide

21106072

Reaction ID UCExp125B

boc-trp-OH

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

1-pentyl isocyanide

24747075

Reaction ID UCExp125C

boc-trp-OH

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

benzyl isocyanide

21106062

Reaction ID UCExp126A

boc-trp-OH

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

n-butyl isocyanide

21106065

Reaction ID UCExp126B

boc-trp-OH

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

1-pentyl isocyanide

21106066

Reaction ID UCExp126C

boc-trp-OH

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

benzyl isocyanide

21106061

Reaction ID UCExp126D

boc-trp-OH

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

n-butyl isocyanide

21106063

Reaction ID UCExp126E

boc-trp-OH

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

1-pentyl isocyanide

21106064

Reaction ID UCEXP131-1

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.608 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

furfurylamine

veratraldehyde

n-butyl isocyanide

21106067

Reaction ID UCEXP131-2

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.623 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

furfurylamine

veratraldehyde

1-pentyl isocyanide

21106068

Reaction ID UCEXP131-3

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

veratraldehyde

1-pentyl isocyanide

21106069

Reaction ID UCEXP131-4

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.612 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

benzyl isocyanide

21106061

Reaction ID UCEXP131-5

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.605 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

benzyl isocyanide

21106062

Reaction ID UCEXP131-6

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.625 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

n-butyl isocyanide

21106063

Reaction ID UCEXP131-7

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.617 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

1-pentyl isocyanide

21106064

Reaction ID UCEXP131-8

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.618 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

n-butyl isocyanide

21106065

Reaction ID UCEXP131-9

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.61 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

1-pentyl isocyanide

21106066

Reaction ID UCEXP134-1

boc-trp-OH

→

Reaction ID UCEXP134-2

boc-trp-OH

→

Reaction ID UCEXP134-3

boc-trp-OH

→

Reaction ID UCEXP134-4

boc-trp-OH

→

Reaction ID UCExp135

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.604 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp135

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

benzyl isocyanide

24746971

Reaction ID UCExp136

boc-trp-OH

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.604 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp136

+

+

+

→

boc-trp-OH

benzylamine

o-vanillin

1-pentyl isocyanide

24746972

Reaction ID UCEXP173E/V2B17

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

boc-trp-OH

methylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

21106045

Reaction ID UCEXP174E/V2B36

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

boc-trp-OH

methylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

21106201

Reaction ID UCEXP174N/V2B46

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

boc-trp-OH

methylamine

3-hydroxybenzaldehyde

n-butyl isocyanide

21106193

Reaction ID UCEXP181-073V2

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

boc-trp-OH

methylamine

benzaldehyde

t-butyl isocyanide

24528109

Reaction ID UCEXP228-1

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.253 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528181

Reaction ID UCEXP228-2

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.265 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

3-hydroxybenzaldehyde

n-butyl isocyanide

24528182

Reaction ID UCEXP228-3

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.551 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

2,4-dimethylbenzaldehyde

n-butyl isocyanide

24534188

Reaction ID UCEXP228-4

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.634 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

benzaldehyde

n-butyl isocyanide

24534192

Reaction ID UCEXP228-5

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.372 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

4-(dimethylamino)benzaldehyde

tosylmethyl isocyanide

24534191

Reaction ID UCEXP228-6

boc-trp-OH

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.627 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24534190

Reaction ID UCEXP229-1

boc-trp-OH

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.667 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp229

+

+

+

→

boc-trp-OH

octadecylamine

4-methylbenzaldehyde

t-butyl isocyanide

24534189

Reaction ID UCEXP229-2

boc-trp-OH

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.667 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp229

+

+

+

→

boc-trp-OH

1-hexylamine

benzaldehyde

n-butyl isocyanide

24528183

butylamine

Reaction ID UCExp236-04

butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.844 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528278

Reaction ID UCExp236-16

butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.872 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528289

Reaction ID UCExp238-05

butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.903 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528307

Reaction ID UCExp238-17

butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.945 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528318

Reaction ID UCExp238-29

butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.704 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528329

Reaction ID UCExp238-41

butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.737 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528341

Reaction ID UCExp241-30

butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.717 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528367

Reaction ID UCEXP247-5

butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528329

butyric acid

Reaction ID UCEXP174Q/V2B50

butyric acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

butyric acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106191

cbz-proline

Reaction ID UCExp245-17

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

n-butyl isocyanide

24528399

Reaction ID UCExp245-18

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.12 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

n-butyl isocyanide

24528399

Reaction ID UCExp245-19

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.496 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528400

Reaction ID UCExp245-20

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528400

Reaction ID UCExp245-21

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

t-butyl isocyanide

24528401

Reaction ID UCExp245-22

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

t-butyl isocyanide

24528401

Reaction ID UCExp245-23

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.497 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

cyclohexylisocyanide

24528402

Reaction ID UCExp245-24

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.096 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

cyclohexylisocyanide

24528402

Reaction ID UCExp245-25

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528403

Reaction ID UCExp245-26

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.038 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528403

Reaction ID UCExp245-27

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.494 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528404

Reaction ID UCExp245-28

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.082 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528404

Reaction ID UCExp245-29

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.503 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528405

Reaction ID UCExp245-30

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.013 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528405

Reaction ID UCExp245-31

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528406

Reaction ID UCExp245-32

cbz-proline

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528406

chloroacetic acid

Reaction ID UCEXP215G

chloroacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF + methanol
Limiting Reactant	0.291 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

chloroacetic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

benzyl isocyanide

24528156

chloroacetyl chloride

Reaction ID SLEXP298-2

chloroacetyl chloride

Researcher	Michael Wolfle
Reaction Type	amidation
Solvent	dichloromethane
Limiting Reactant	0.625 M
Precipitate	No
Yield	91 %
Comments	-
Reference	http://www.thesynapticleap.org/node/298

+

+

→

2-phenylethylamine

chloroacetyl chloride

sodium bicarbonate

2-chloro-N-(2-phenylethyl)acetamide

chloroform

Reaction ID OEMW34-2

chloroform

Researcher	Michael Wolfle
Reaction Type	isonitrile synthesis
Solvent	dichloromethane
Limiting Reactant	1.4 M
Precipitate	No
Yield	32 %
Comments	2 eq. NaOH; 0.05 eq. TEBACl; reflux 12h
Reference	http://www.ourexperiment.org/racemic_pzq/338

+

→

3,4-dimethoxyphenethylamine

chloroform

2-(3,4-dimethoxyphenyl)ethyl isocyanide

Reaction ID OEMW37-1

chloroform

Researcher	Michael Wolfle
Reaction Type	isonitrile synthesis
Solvent	dichloromethane
Limiting Reactant	0.28 M
Precipitate	No
Yield	50 %
Comments	4 eq. NaOH; 0.05 eq. TEBACl; reflux 12h
Reference	http://www.ourexperiment.org/racemic_pzq/357

+

→

3,4-dimethoxyphenethylamine

chloroform

2-(3,4-dimethoxyphenyl)ethyl isocyanide

crotonaldehyde

Reaction ID UCExp083

crotonaldehyde

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.125 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp083

+

+

+

→

boc-gly-OH

t-butylamine

crotonaldehyde

t-butyl isocyanide

24746804

Reaction ID UCExp085

crotonaldehyde

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CDCl3
Limiting Reactant	0.125 M
Precipitate	No
Comments	imine kinetics
Reference	http://usefulchem.wikispaces.com/Exp085

+

→

5-methylfurfurylamine

crotonaldehyde

Reaction ID UCEXP232-16

crotonaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

t-butyl isocyanide

24528202

Reaction ID UCEXP232-17

crotonaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.365 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

n-butyl isocyanide

24528203

Reaction ID UCEXP232-18

crotonaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.367 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

1-pentyl isocyanide

24528204

Reaction ID UCEXP232-19

crotonaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

cyclohexylisocyanide

24528205

Reaction ID UCEXP232-20

crotonaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528206

crotonic acid

Reaction ID UCExp137F

crotonic acid

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746979

Reaction ID UCExp143A

crotonic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

crotonic acid

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

t-butyl isocyanide

21106058

Reaction ID UCExp143C

crotonic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP148A-V1B153

crotonic acid

→

Reaction ID UCEXP150D-V1B155

crotonic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.404 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	59 %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp150

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP156B-V1B155

crotonic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.678 M
Precipitate	Yes but reactants initially insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp156

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106075

Reaction ID UCEXP214C

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.404 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp214

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP215A

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.661 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP215B

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.678 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP216-7

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP216-9

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP217-2

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.383 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP221-1

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP221-2

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP231-2

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	aldehyde insoluble at this concentration
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp238-01

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.881 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528303

Reaction ID UCExp238-02

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.879 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528304

Reaction ID UCExp238-03

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.931 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

aniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528305

Reaction ID UCExp238-04

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.866 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528306

Reaction ID UCExp238-05

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.903 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528307

Reaction ID UCExp238-06

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.849 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528308

Reaction ID UCExp238-07

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.628 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528309

Reaction ID UCExp238-08

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.74 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528310

Reaction ID UCExp238-09

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.794 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528311

Reaction ID UCExp238-10

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.825 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528312

Reaction ID UCExp238-11

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.965 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528313

Reaction ID UCExp238-12

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.881 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

t-butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528314

Reaction ID UCExp238-13

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.921 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528315

Reaction ID UCExp238-14

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.919 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528316

Reaction ID UCExp238-15

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.974 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528317

Reaction ID UCExp238-16

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.906 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp238-17

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.945 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528318

Reaction ID UCExp238-18

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.888 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528319

Reaction ID UCExp238-19

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.658 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528320

Reaction ID UCExp238-20

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.775 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCExp238-21

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.831 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528321

Reaction ID UCExp238-22

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.867 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528322

Reaction ID UCExp238-23

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	2.009 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-propylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528323

Reaction ID UCExp238-24

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.921 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

t-butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528324

Reaction ID UCEXP251-2

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	64.3 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP251-3

crotonic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	70.4 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

cyclohexancarboxaldehyde

Reaction ID UCEXP232-26

cyclohexancarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

t-butyl isocyanide

24528212

Reaction ID UCEXP232-27

cyclohexancarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

n-butyl isocyanide

24528213

Reaction ID UCEXP232-28

cyclohexancarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.093 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

1-pentyl isocyanide

24528214

Reaction ID UCEXP232-29

cyclohexancarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

cyclohexylisocyanide

24528215

Reaction ID UCEXP232-30

cyclohexancarboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528216

cyclohexanecarboxylic acid

Reaction ID OEMW36-1

cyclohexanecarboxylic acid

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.5 M
Precipitate	No
Yield	66 %
Comments	paraformaldehyde used; 24h rt then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/321

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-2

cyclohexanecarboxylic acid

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	84 %
Comments	paraformaldehyde used; 60C 7h then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-3

cyclohexanecarboxylic acid

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	65 %
Comments	paraformaldehyde used; rt 22h with 0.05 eq pTsOH then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-4

cyclohexanecarboxylic acid

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	88 %
Comments	paraformaldehyde used; rt 22h with 0.05 eq zinc triflate then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-5

cyclohexanecarboxylic acid

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	76 %
Comments	paraformaldehyde used (2 eq); rt 22h then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID UCExp258

cyclohexanecarboxylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.15 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp258

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

cyclohexanone

Reaction ID UCExp071

cyclohexanone

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	toluene
Limiting Reactant	2 M
Precipitate	No
Comments	cyclohexenyl formamide synthesis
Reference	http://usefulchem.wikispaces.com/Exp071

+

→

cyclohexanone

formamide

cyclohexenyl formamide

Reaction ID UCExp074

cyclohexanone

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	toluene
Limiting Reactant	2 M
Precipitate	No
Comments	cyclohexenyl formamide synthesis
Reference	http://usefulchem.wikispaces.com/Exp074

+

→

cyclohexanone

formamide

cyclohexenyl formamide

cyclohexyl isocyanide

Reaction ID CSSP485

cyclohexyl isocyanide

Researcher	Sirin Gulten
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.15 M
Precipitate	No
Yield	75 %
Comments	rt 28h then evap then wash with ether
Reference	http://cssp.chemspider.com/Article.aspx?id=485

+

+

+

→

3-nitropropanoic acid

allylamine

benzaldehyde

cyclohexyl isocyanide

25027159

cyclohexylamine

Reaction ID UCExp137G

cyclohexylamine

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24746980

Reaction ID UCExp138A

cyclohexylamine

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

phenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105590

Reaction ID UCExp154B

cyclohexylamine

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

3,4-dihydroxyphenyl acetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747197

Reaction ID UCExp157

cyclohexylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.678 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp157

+

+

+

→

phenylacetic acid

phenanthrene-9-carboxaldehyde

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

7677

Reaction ID UCEXP162

cyclohexylamine

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.285 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp162

+

+

+

→

phenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105590

Reaction ID UCExp169

cyclohexylamine

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp169

+

+

+

→

3,4-methylenedioxyphenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105599

Reaction ID UCEXP183-049V1

cyclohexylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Reactants Insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp183

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528153

Reaction ID UCEXP184-1/49

cyclohexylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP184-2/49

cyclohexylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP184-3/49

cyclohexylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	dichloromethane
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCExp236-29

cyclohexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

cyclohexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528302

Reaction ID UCExp238-06

cyclohexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.849 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528308

Reaction ID UCExp238-18

cyclohexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.888 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528319

Reaction ID UCExp238-30

cyclohexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.378 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

cyclohexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528330

Reaction ID UCExp238-42

cyclohexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.399 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528342

Reaction ID UCExp241-37

cyclohexylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.733 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

cyclohexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528373

cyclohexylisocyanide

Reaction ID UCEXP216-10

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	18 %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

m-toluic acid

methylamine

4-(dimethylamino)benzaldehyde

cyclohexylisocyanide

21432162

Reaction ID UCEXP224-4

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

cyclohexylisocyanide

24747204

Reaction ID UCEXP225-4

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.889 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

cyclohexylisocyanide

24528160

Reaction ID UCEXP226-4

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.52 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

cyclohexylisocyanide

24528168

Reaction ID UCEXP227-4

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.445 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

cyclohexylisocyanide

24528176

Reaction ID UCEXP232-04

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

cyclohexylisocyanide

24528191

Reaction ID UCEXP232-09

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

cyclohexylisocyanide

24528196

Reaction ID UCEXP232-14

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

21782441

Reaction ID UCEXP232-19

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

cyclohexylisocyanide

24528205

Reaction ID UCEXP232-24

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

cyclohexylisocyanide

24528210

Reaction ID UCEXP232-29

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

cyclohexylisocyanide

24528215

Reaction ID UCEXP232-34

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

cyclohexylisocyanide

24528220

Reaction ID UCEXP232-39

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

cyclohexylisocyanide

24528225

Reaction ID UCEXP232-44

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

cyclohexylisocyanide

24528230

Reaction ID UCEXP232-49

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

cyclohexylisocyanide

24528235

Reaction ID UCEXP232-54

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

cyclohexylisocyanide

24528240

Reaction ID UCEXP232-59

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

cyclohexylisocyanide

24528244

Reaction ID UCEXP232-64

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

cyclohexylisocyanide

24534419

Reaction ID UCEXP232-69

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

cyclohexylisocyanide

24528254

Reaction ID UCEXP232-74

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

cyclohexylisocyanide

24528259

Reaction ID UCEXP233-10

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

23078615

Reaction ID UCEXP233-12

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528263

Reaction ID UCEXP233-2

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.92 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24534440

Reaction ID UCEXP233-4

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.917 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

23078615

Reaction ID UCEXP233-6

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.917 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528263

Reaction ID UCEXP233-8

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24534440

Reaction ID UCEXP234-10

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-serine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528267

Reaction ID UCEXP234-12

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.891 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-threonine

glycine methyl ester hydrochloride

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528269

Reaction ID UCEXP234-2

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

23078614

Reaction ID UCEXP234-4

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

23078614

Reaction ID UCEXP234-6

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

Fmoc-Diglycine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528271

Reaction ID UCEXP234-8

cyclohexylisocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-diglycine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528273

Reaction ID UCExp235-2

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp235

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

21782441

Reaction ID UCExp238-01

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.881 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528303

Reaction ID UCExp238-02

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.879 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528304

Reaction ID UCExp238-03

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.931 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

aniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528305

Reaction ID UCExp238-04

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.866 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528306

Reaction ID UCExp238-05

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.903 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528307

Reaction ID UCExp238-06

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.849 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528308

Reaction ID UCExp238-07

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.628 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528309

Reaction ID UCExp238-08

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.74 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528310

Reaction ID UCExp238-09

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.794 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528311

Reaction ID UCExp238-10

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.825 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528312

Reaction ID UCExp238-11

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.965 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528313

Reaction ID UCExp238-12

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.881 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

t-butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528314

Reaction ID UCExp238-25

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.686 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

2-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528325

Reaction ID UCExp238-26

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.684 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

3-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528326

Reaction ID UCExp238-27

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.726 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

aniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528327

Reaction ID UCExp238-28

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.674 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528328

Reaction ID UCExp238-29

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.704 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528329

Reaction ID UCExp238-30

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.378 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

cyclohexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528330

Reaction ID UCExp238-31

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.48 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528331

Reaction ID UCExp238-32

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.572 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-heptylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528332

Reaction ID UCExp238-33

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.616 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528333

Reaction ID UCExp238-34

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.648 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528334

Reaction ID UCExp238-35

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.753 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528335

Reaction ID UCExp238-36

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.686 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

t-butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528336

Reaction ID UCExp240-03

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.562 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528345

Reaction ID UCExp240-09

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.78 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

21782450

Reaction ID UCExp241-08

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.52 M
Precipitate	YES
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

cyclohexylisocyanide

21782465

Reaction ID UCExp241-09

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.564 M
Precipitate	YES
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

cyclohexylisocyanide

21782465

Reaction ID UCExp242-3

cyclohexylisocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.432 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528384

Reaction ID UCExp242-8

cyclohexylisocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.424 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528389

Reaction ID UCExp245-07

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

cyclohexylisocyanide

24528394

Reaction ID UCExp245-08

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.708 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

cyclohexylisocyanide

24528394

Reaction ID UCExp245-13

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.499 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528397

Reaction ID UCExp245-14

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.696 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528397

Reaction ID UCExp245-23

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.497 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

cyclohexylisocyanide

24528402

Reaction ID UCExp245-24

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.096 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

cyclohexylisocyanide

24528402

Reaction ID UCExp245-31

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528406

Reaction ID UCExp245-32

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528406

Reaction ID UCEXP247-1

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.8 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528333

Reaction ID UCEXP247-10

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.81 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

21782450

Reaction ID UCEXP247-2

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528335

Reaction ID UCEXP247-3

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.81 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528328

Reaction ID UCEXP247-5

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528329

Reaction ID UCEXP247-8

cyclohexylisocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.62 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528334

D-(−)-Quinic acid

Reaction ID UCEXP174O/V2B47

D-(−)-Quinic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

D-(−)-Quinic acid

5-methylfurfurylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

21106186

Reaction ID UCEXP181-065V2

D-(−)-Quinic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528104

Reaction ID UCEXP181-100V2

D-(−)-Quinic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

24528131

Reaction ID UCEXP181-104V2

D-(−)-Quinic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

4-(dimethylamino)benzaldehyde

tosylmethyl isocyanide

24528134

Reaction ID UCEXP181-108V2

D-(−)-Quinic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24528138

decanoic acid

Reaction ID UCEXP173N/V2B26

decanoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

decanoic acid

2-chloroaniline

o-vanillin

tosylmethyl isocyanide

21105847

Reaction ID UCEXP181-092V2

decanoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

decanoic acid

2-chloroaniline

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528124

diphenylacetaldehyde

Reaction ID UCEXP232-21

diphenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

t-butyl isocyanide

24528207

Reaction ID UCEXP232-22

diphenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.007 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

n-butyl isocyanide

24528208

Reaction ID UCEXP232-23

diphenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

1-pentyl isocyanide

24528209

Reaction ID UCEXP232-24

diphenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

cyclohexylisocyanide

24528210

Reaction ID UCEXP232-25

diphenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528211

diphenylacetic acid

Reaction ID UCEXP181-076V2

diphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

1-propylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528112

Reaction ID UCEXP181-088V2

diphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528532

Reaction ID UCEXP181-119V2

diphenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

methylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528148

dl-mandelic acid

Reaction ID UCExp154A

dl-mandelic acid

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCEXP161

dl-mandelic acid

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp161

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCEXP163A-V1B14

dl-mandelic acid

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.387 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp163

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCEXP174R/V2B51

dl-mandelic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

dl-mandelic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106190

Reaction ID UCEXP181-071V2

dl-mandelic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24528531

Reaction ID UCEXP181-075V2

dl-mandelic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528111

Reaction ID UCEXP181-084V2

dl-mandelic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

benzylamine

3-methoxybenzaldehyde

n-butyl isocyanide

24528119

Reaction ID UCEXP181-103V2

dl-mandelic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528133

Reaction ID UCEXP183-049V1

dl-mandelic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Reactants Insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp183

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528153

Reaction ID UCEXP184-1/49

dl-mandelic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP184-2/49

dl-mandelic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP184-3/49

dl-mandelic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	dichloromethane
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Fmoc-Diglycine

Reaction ID UCEXP234-5

Fmoc-Diglycine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

Fmoc-Diglycine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528270

Reaction ID UCEXP234-6

Fmoc-Diglycine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.916 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

Fmoc-Diglycine

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528271

formaldehyde

Reaction ID OEMW36-1

formaldehyde

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.5 M
Precipitate	No
Yield	66 %
Comments	paraformaldehyde used; 24h rt then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/321

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-2

formaldehyde

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	84 %
Comments	paraformaldehyde used; 60C 7h then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-3

formaldehyde

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	65 %
Comments	paraformaldehyde used; rt 22h with 0.05 eq pTsOH then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-4

formaldehyde

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	88 %
Comments	paraformaldehyde used; rt 22h with 0.05 eq zinc triflate then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW36-5

formaldehyde

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Yield	76 %
Comments	paraformaldehyde used (2 eq); rt 22h then add water then extracted with ethyl acetate then washed aq acid and base
Reference	http://www.ourexperiment.org/racemic_pzq/404

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

Reaction ID OEMW51-1

formaldehyde

Researcher	Michael Wolfle
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	-
Comments	paraformaldehyde used; reaction not yet started
Reference	http://www.ourexperiment.org/racemic_pzq/1555/Preparation_of_the_Nbenzoylprotected_Ugiintermediate_MW511.html

+

+

+

→

benzoic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

24789663

Reaction ID UCEXP027A

formaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp027

+

+

+

→

boc-gly-OH

t-butylamine

formaldehyde

2-morpholinoethyl isocyanide

24746793

Reaction ID UCEXP028

formaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	1M aq.LiCl
Limiting Reactant	0.04 M
Precipitate	No
Comments	aqueous reaction mixture was stirred for 4h
Reference	http://usefulchem.wikispaces.com/Exp028

+

+

+

→

boc-gly-OH

t-butylamine

formaldehyde

2-morpholinoethyl isocyanide

24746793

Reaction ID UCExp258

formaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.15 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp258

+

+

+

→

cyclohexanecarboxylic acid

aminoacetaldehyde dimethyl acetal

formaldehyde

2-phenylethyl isocyanide

9906289

formamide

Reaction ID UCExp071

formamide

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	toluene
Limiting Reactant	2 M
Precipitate	No
Comments	cyclohexenyl formamide synthesis
Reference	http://usefulchem.wikispaces.com/Exp071

+

→

cyclohexanone

formamide

cyclohexenyl formamide

Reaction ID UCExp074

formamide

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	toluene
Limiting Reactant	2 M
Precipitate	No
Comments	cyclohexenyl formamide synthesis
Reference	http://usefulchem.wikispaces.com/Exp074

+

→

cyclohexanone

formamide

cyclohexenyl formamide

formic acid

Reaction ID UCExp116A

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24528186

Reaction ID UCExp116B

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

benzylamine

salicylaldehyde

tosylmethyl isocyanide

24746819

Reaction ID UCExp116C

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

5-methylfurfurylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24747207

Reaction ID UCExp116D

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

methylamine

2,4-dimethylbenzaldehyde

tosylmethyl isocyanide

24746829

Reaction ID UCExp119A

formic acid

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp119

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCExp122

formic acid

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp122

+

+

+

→

formic acid

methylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24746814

Reaction ID UCEXP130-1

formic acid

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.751 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

5-methylfurfurylamine

2-naphthaldehyde

n-butyl isocyanide

21106081

Reaction ID UCEXP130-2

formic acid

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.728 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

1-hexylamine

2-naphthaldehyde

1-pentyl isocyanide

21106078

Reaction ID UCEXP130-3

formic acid

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.429 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

21106060

Reaction ID UCEXP130-4

formic acid

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.725 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCEXP130-5

formic acid

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.734 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

n-butyl isocyanide

21106079

Reaction ID UCExp145

formic acid

Researcher	Khalid Mirza/ Tim Bohinski
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp145

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCExp168

formic acid

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp168

+

+

+

→

formic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105598

Reaction ID UCExp172

formic acid

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp172

+

+

+

→

formic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105598

Reaction ID UCEXP231-1

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	1.538 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

formic acid

benzylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

24528186

Reaction ID UCExp236-05

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528279

Reaction ID UCExp236-08

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528281

Reaction ID UCExp236-11

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528284

Reaction ID UCExp236-16

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.872 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528289

Reaction ID UCExp236-19

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.927 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

methylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528292

Reaction ID UCExp236-21

formic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

aniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528294

furfurylamine

Reaction ID UCExp095

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp095

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCExp096

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	40 %
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp096

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP099C

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.405 M
Precipitate	Yes
Yield	47.2 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp099

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCExp103

furfurylamine

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	methylene chloride
Limiting Reactant	0.33 M
Precipitate	No
Yield	56 %
Comments	triethyl amine used to mop up the acid generated
Reference	http://usefulchem.wikispaces.com/Exp103

+

→

acetyl chloride

furfurylamine

N-(furan-2-ylmethyl)acetamide

Reaction ID UCEXP104C

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Yes
Yield	12 %
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp104

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCExp107

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Friedel-Crafts Alkylation
Solvent	-
Limiting Reactant	- M
Precipitate	No
Comments	alkylation performed using amberlyst resin
Reference	http://usefulchem.wikispaces.com/Exp107

+

→

furfurylamine

t-butanol

Reaction ID UCEXP108C

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.393 M
Precipitate	Yes
Yield	20.4 %
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp108

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

benzyl isocyanide

21106009

Reaction ID UCExp119A

furfurylamine

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp119

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCExp120

furfurylamine

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp120

+

+

+

→

boc-trp-OH

furfurylamine

o-vanillin

1-pentyl isocyanide

24746825

Reaction ID UCExp123

furfurylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp123

+

+

+

→

boc-trp-OH

furfurylamine

o-vanillin

n-butyl isocyanide

24746816

Reaction ID UCEXP130-4

furfurylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.725 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCEXP130-5

furfurylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.734 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

n-butyl isocyanide

21106079

Reaction ID UCEXP131-1

furfurylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.608 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

furfurylamine

veratraldehyde

n-butyl isocyanide

21106067

Reaction ID UCEXP131-2

furfurylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.623 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

furfurylamine

veratraldehyde

1-pentyl isocyanide

21106068

Reaction ID UCExp133A

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Reductive amination
Solvent	acetic acid
Limiting Reactant	1 M
Precipitate	No
Comments	reduction of the imine by insitu generated sodium acetoxyborohydride
Reference	http://usefulchem.wikispaces.com/Exp133

+

+

+

→

acetic acid

benzaldehyde

furfurylamine

soidum borohydride

N-Benzyl-1-(2-furyl)methanamine

Reaction ID UCExp137C

furfurylamine

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746975

Reaction ID UCExp139I

furfurylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747179

Reaction ID UCExp140B

furfurylamine

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp140

+

+

+

→

4-chlorophenylacetic acid

furfurylamine

2-chloro-5-nitrobenzaldehyde

n-butyl isocyanide

24747184

Reaction ID UCExp141A

furfurylamine

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp141

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747185

Reaction ID UCExp141B

furfurylamine

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp141

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747186

Reaction ID UCExp142A

furfurylamine

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp142

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747185

Reaction ID UCExp142B

furfurylamine

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp142

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747186

Reaction ID UCExp145

furfurylamine

Researcher	Khalid Mirza/ Tim Bohinski
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp145

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

benzyl isocyanide

21106080

Reaction ID UCExp146B

furfurylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp146

+

+

+

→

2,3-dihydroxybenzoic acid

furfurylamine

2-furaldehyde

tosylmethyl isocyanide

24747194

Reaction ID UCExp154A

furfurylamine

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCEXP160C-V1B19

furfurylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.388 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp160

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105579

Reaction ID UCEXP161

furfurylamine

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp161

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCEXP163A-V1B14

furfurylamine

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.387 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp163

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCExp170

furfurylamine

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp170

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP171GV2B7

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106054

Reaction ID UCEXP173F/V2B18

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

2,3-dihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106041

Reaction ID UCEXP173L/V2B24

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

21106051

Reaction ID UCEXP173M/V2B25

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106043

Reaction ID UCEXP173O/V2B27

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Product	pending
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

benzaldehyde

tosylmethyl isocyanide

21105843

Reaction ID UCEXP173Q/V2B29

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

21106042

Reaction ID UCEXP174B/V2B33

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

21106204

Reaction ID UCEXP174D/V2B35

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

benzoic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106202

Reaction ID UCEXP174U/V2B54

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

21106187

Reaction ID UCEXP176C

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	Yes
Yield	62 %
Comments	aldehyde not soluble until all reactants added
Reference	http://usefulchem.wikispaces.com/Exp176

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP178

furfurylamine

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.388 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp178

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP181-056V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528097

Reaction ID UCEXP181-060V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528100

Reaction ID UCEXP181-067V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-hydroxybenzaldehyde

tosylmethyl isocyanide

24528106

Reaction ID UCEXP181-075V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528111

Reaction ID UCEXP181-079V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528115

Reaction ID UCEXP181-082V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528118

Reaction ID UCEXP181-094V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

24528126

Reaction ID UCEXP181-097V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528128

Reaction ID UCEXP181-117V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed; hydrate of acid used
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

veratraldehyde

tosylmethyl isocyanide

24534442

Reaction ID UCEXP181-123V2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.214 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24528151

Reaction ID UCEXP201-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.039 M
Precipitate	Yes
Yield	50.73 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-02

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.019 M
Precipitate	Yes
Yield	59.07 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-03

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	Yes
Yield	61.55 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-04

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.007 M
Precipitate	Yes
Yield	60.31 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-05

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.015 M
Precipitate	Yes
Yield	60.2 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-06

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.998 M
Precipitate	Yes
Yield	69.22 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-07

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	52.42 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-08

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	44.64 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-09

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	50.28 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-10

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.79 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-11

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	53.43 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-12

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.67 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-13

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.34 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-14

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.35 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-15

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	10.37 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-16

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	16.35 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-17

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	8.68 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-18

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	5.64 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-19

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	51.52 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-20

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	46.78 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-21

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	51.29 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-22

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.11 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-23

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	55.91 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-24

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	58.28 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-25

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.24 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-26

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	2.25 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-27

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	7.78 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-28

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.13 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-29

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.79 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-30

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-31

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	39.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-32

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	40.58 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-33

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	43.85 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-34

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	35.4 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-35

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	41.37 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-36

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	39.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-37

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.68 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-38

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.8 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-39

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.002 M
Precipitate	Yes
Yield	1.01 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-40

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.9 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-41

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.01 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-42

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.45 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-43

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	6.54 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-44

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	7.89 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-45

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	10.03 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-46

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	9.92 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-47

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	7.44 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-48

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	12.06 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP216-2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP216-5

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP216-6

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

benzyl isocyanide

21106009

Reaction ID UCEXP217-3

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.383 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP217-4

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.383 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP217-5

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.384 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP222-1

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.898 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-3

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.473 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-4

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.473 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP225-1

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.631 M
Precipitate	Yes
Yield	- %
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

t-butyl isocyanide

24528157

Reaction ID UCEXP225-2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.905 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

n-butyl isocyanide

24528158

Reaction ID UCEXP225-3

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.888 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

1-pentyl isocyanide

24528159

Reaction ID UCEXP225-4

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.889 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

cyclohexylisocyanide

24528160

Reaction ID UCEXP225-5

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.891 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

benzyl isocyanide

24528161

Reaction ID UCEXP225-6

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.438 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

tosylmethyl isocyanide

24528162

Reaction ID UCEXP225-7

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.879 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

2-morpholinoethyl isocyanide

24528163

Reaction ID UCEXP225-8

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.868 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

2-chloro-6-methylphenyl isocyanide

24528164

Reaction ID UCEXP227-1

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.261 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

t-butyl isocyanide

24528173

Reaction ID UCEXP227-2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.453 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

n-butyl isocyanide

24528174

Reaction ID UCEXP227-3

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.444 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

1-pentyl isocyanide

24528175

Reaction ID UCEXP227-4

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.445 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

cyclohexylisocyanide

24528176

Reaction ID UCEXP227-5

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.446 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

benzyl isocyanide

24528177

Reaction ID UCEXP227-6

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.251 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

tosylmethyl isocyanide

24528178

Reaction ID UCEXP227-7

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.439 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

2-morpholinoethyl isocyanide

24528179

Reaction ID UCEXP227-8

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.434 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

2-chloro-6-methylphenyl isocyanide

24528180

Reaction ID UCEXP231-7

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.667 M
Precipitate	Yes
Product	Pending
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

1-pyrenebutyric acid

furfurylamine

2-furaldehyde

n-butyl isocyanide

24528187

Reaction ID UCEXP232-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP232-02

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

n-butyl isocyanide

24528189

Reaction ID UCEXP232-03

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.099 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

1-pentyl isocyanide

24528190

Reaction ID UCEXP232-04

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

cyclohexylisocyanide

24528191

Reaction ID UCEXP232-05

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528192

Reaction ID UCEXP232-06

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528193

Reaction ID UCEXP232-07

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.082 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

n-butyl isocyanide

24528194

Reaction ID UCEXP232-08

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

1-pentyl isocyanide

24528195

Reaction ID UCEXP232-09

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

cyclohexylisocyanide

24528196

Reaction ID UCEXP232-10

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528197

Reaction ID UCEXP232-11

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.029 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528198

Reaction ID UCEXP232-12

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528199

Reaction ID UCEXP232-13

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.029 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

1-pentyl isocyanide

24528200

Reaction ID UCEXP232-14

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

21782441

Reaction ID UCEXP232-15

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528201

Reaction ID UCEXP232-16

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

t-butyl isocyanide

24528202

Reaction ID UCEXP232-17

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.365 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

n-butyl isocyanide

24528203

Reaction ID UCEXP232-18

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.367 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

1-pentyl isocyanide

24528204

Reaction ID UCEXP232-19

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

cyclohexylisocyanide

24528205

Reaction ID UCEXP232-20

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528206

Reaction ID UCEXP232-21

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

t-butyl isocyanide

24528207

Reaction ID UCEXP232-22

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.007 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

n-butyl isocyanide

24528208

Reaction ID UCEXP232-23

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

1-pentyl isocyanide

24528209

Reaction ID UCEXP232-24

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

cyclohexylisocyanide

24528210

Reaction ID UCEXP232-25

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528211

Reaction ID UCEXP232-26

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

t-butyl isocyanide

24528212

Reaction ID UCEXP232-27

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

n-butyl isocyanide

24528213

Reaction ID UCEXP232-28

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.093 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

1-pentyl isocyanide

24528214

Reaction ID UCEXP232-29

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

cyclohexylisocyanide

24528215

Reaction ID UCEXP232-30

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528216

Reaction ID UCEXP232-31

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

t-butyl isocyanide

24528217

Reaction ID UCEXP232-32

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

n-butyl isocyanide

24528218

Reaction ID UCEXP232-33

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.111 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

1-pentyl isocyanide

24528219

Reaction ID UCEXP232-34

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

cyclohexylisocyanide

24528220

Reaction ID UCEXP232-35

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528221

Reaction ID UCEXP232-36

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

t-butyl isocyanide

24528222

Reaction ID UCEXP232-37

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

24528223

Reaction ID UCEXP232-38

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

1-pentyl isocyanide

24528224

Reaction ID UCEXP232-39

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

cyclohexylisocyanide

24528225

Reaction ID UCEXP232-40

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528226

Reaction ID UCEXP232-41

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

t-butyl isocyanide

24528227

Reaction ID UCEXP232-42

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

n-butyl isocyanide

24528228

Reaction ID UCEXP232-43

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

1-pentyl isocyanide

24528229

Reaction ID UCEXP232-44

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

cyclohexylisocyanide

24528230

Reaction ID UCEXP232-45

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528231

Reaction ID UCEXP232-46

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

t-butyl isocyanide

24528232

Reaction ID UCEXP232-47

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

n-butyl isocyanide

24528233

Reaction ID UCEXP232-48

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

1-pentyl isocyanide

24528234

Reaction ID UCEXP232-49

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

cyclohexylisocyanide

24528235

Reaction ID UCEXP232-50

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528236

Reaction ID UCEXP232-51

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

t-butyl isocyanide

24528237

Reaction ID UCEXP232-52

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

n-butyl isocyanide

24528238

Reaction ID UCEXP232-53

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

1-pentyl isocyanide

24528239

Reaction ID UCEXP232-54

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

cyclohexylisocyanide

24528240

Reaction ID UCEXP232-55

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528241

Reaction ID UCEXP232-56

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

t-butyl isocyanide

24528242

Reaction ID UCEXP232-57

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

n-butyl isocyanide

24528243

Reaction ID UCEXP232-58

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

1-pentyl isocyanide

24528243

Reaction ID UCEXP232-59

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

cyclohexylisocyanide

24528244

Reaction ID UCEXP232-60

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

1,1,3,3-tetramethylbutyl isocyanide

24528245

Reaction ID UCEXP232-61

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

t-butyl isocyanide

24534409

Reaction ID UCEXP232-62

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

n-butyl isocyanide

24534417

Reaction ID UCEXP232-63

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.07 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

1-pentyl isocyanide

24534418

Reaction ID UCEXP232-64

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

cyclohexylisocyanide

24534419

Reaction ID UCEXP232-65

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24534420

Reaction ID UCEXP232-66

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

t-butyl isocyanide

24528251

Reaction ID UCEXP232-67

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.068 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

n-butyl isocyanide

24528252

Reaction ID UCEXP232-68

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

1-pentyl isocyanide

24528253

Reaction ID UCEXP232-69

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

cyclohexylisocyanide

24528254

Reaction ID UCEXP232-70

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528255

Reaction ID UCEXP232-71

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

t-butyl isocyanide

24528256

Reaction ID UCEXP232-72

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

n-butyl isocyanide

24528257

Reaction ID UCEXP232-73

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

1-pentyl isocyanide

24528258

Reaction ID UCEXP232-74

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

cyclohexylisocyanide

24528259

Reaction ID UCEXP232-75

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528260

Reaction ID UCExp235-1

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp235

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528198

Reaction ID UCExp235-2

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp235

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

21782441

Reaction ID UCExp237-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.778 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp237

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp237-02

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.746 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp237

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp238-07

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.628 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528309

Reaction ID UCExp238-19

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.658 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528320

Reaction ID UCExp238-31

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.48 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528331

Reaction ID UCExp238-43

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.505 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528343

Reaction ID UCExp240-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.607 M
Precipitate	Yes but after 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp240-02

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.587 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21791788

Reaction ID UCExp240-03

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.562 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528345

Reaction ID UCExp240-04

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.458 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

21782583

Reaction ID UCExp240-05

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.568 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

benzyl isocyanide

24528346

Reaction ID UCExp240-06

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.559 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528347

Reaction ID UCExp241-43

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.71 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528376

Reaction ID UCExp242-1

furfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.435 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp242-2

furfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.436 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528383

Reaction ID UCExp242-3

furfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.432 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528384

Reaction ID UCExp242-4

furfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.414 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528385

Reaction ID UCExp242-5

furfurylamine

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.432 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528386

Reaction ID UCExp245-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528391

Reaction ID UCExp245-02

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.718 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528391

Reaction ID UCExp245-05

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.507 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528393

Reaction ID UCExp245-06

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.714 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528393

Reaction ID UCExp245-07

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

cyclohexylisocyanide

24528394

Reaction ID UCExp245-08

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.708 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

cyclohexylisocyanide

24528394

Reaction ID UCExp245-09

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.492 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528395

Reaction ID UCExp245-10

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.683 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528395

Reaction ID UCExp245-17

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

n-butyl isocyanide

24528399

Reaction ID UCExp245-18

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.12 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

n-butyl isocyanide

24528399

Reaction ID UCExp245-21

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

t-butyl isocyanide

24528401

Reaction ID UCExp245-22

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

t-butyl isocyanide

24528401

Reaction ID UCExp245-23

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.497 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

cyclohexylisocyanide

24528402

Reaction ID UCExp245-24

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.096 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

cyclohexylisocyanide

24528402

Reaction ID UCExp245-25

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528403

Reaction ID UCExp245-26

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.038 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528403

Reaction ID UCExp245-33

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.507 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528407

Reaction ID UCExp245-34

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.714 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528407

Reaction ID UCExp245-35

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.492 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528408

Reaction ID UCExp245-36

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.683 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528408

Reaction ID UCExp245-37

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528409

Reaction ID UCExp245-38

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.718 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528409

Reaction ID UCEXP246

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.44 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp246

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

21782583

Reaction ID UCEXP247-11

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21791788

Reaction ID UCEXP247-6

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.84 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP247-7

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528343

Reaction ID UCEXP249

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.41 M
Precipitate	Yes
Yield	- %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp249

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP250

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.395 M
Precipitate	Yes
Yield	6.5 %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp250

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP251-1

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	76.5 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp252-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.403 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp252

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp253-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.53 M
Precipitate	Yes
Yield	42.6 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp253

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp254-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.08 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp254

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	65.8 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-02

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	65.1 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-03

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	66.4 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-04

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	29.7 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-05

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	30.5 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-06

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	28.9 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp256-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	17 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp256

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp257-01

furfurylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethyl acetate
Limiting Reactant	0.37 M
Precipitate	Yes
Yield	24 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp257

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

furoic acid

Reaction ID UCExp137H

furoic acid

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

furoic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746981

Reaction ID UCExp139K

furoic acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

furoic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24747181

Reaction ID UCEXP182

furoic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Reactants Insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp182

+

+

+

→

furoic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21168529

glycine methyl ester hydrochloride

Reaction ID UCEXP234-11

glycine methyl ester hydrochloride

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.893 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-threonine

glycine methyl ester hydrochloride

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528268

Reaction ID UCEXP234-12

glycine methyl ester hydrochloride

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.891 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-threonine

glycine methyl ester hydrochloride

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

24528269

glycolic acid

Reaction ID UCExp143E

glycolic acid

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

glycolic acid

t-butylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24747188

Reaction ID UCEXP231-8

glycolic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.833 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

glycolic acid

1-heptylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528188

hexanaldehyde

Reaction ID UCEXP232-51

hexanaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

t-butyl isocyanide

24528237

Reaction ID UCEXP232-52

hexanaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

n-butyl isocyanide

24528238

Reaction ID UCEXP232-53

hexanaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

1-pentyl isocyanide

24528239

Reaction ID UCEXP232-54

hexanaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

cyclohexylisocyanide

24528240

Reaction ID UCEXP232-55

hexanaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528241

hexanoic acid

Reaction ID UCEXP181-089V2

hexanoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

hexanoic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528122

Reaction ID UCEXP181-093V2

hexanoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

hexanoic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528125

hippuric acid

Reaction ID UCExp139B

hippuric acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

hippuric acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747177

Reaction ID UCExp139G

hippuric acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

hippuric acid

methylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747175

Reaction ID UCExp141A

hippuric acid

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp141

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747185

Reaction ID UCExp141B

hippuric acid

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp141

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747186

Reaction ID UCExp142A

hippuric acid

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp142

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747185

Reaction ID UCExp142B

hippuric acid

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp142

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747186

hydrochloric acid

Reaction ID UCExp072

hydrochloric acid

Researcher	Alicia Holsey/ Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CD3OD
Limiting Reactant	0.1 M
Precipitate	No
Comments	Furfuryl cleavage observed again
Reference	http://usefulchem.wikispaces.com/Exp072

+

→

hydrochloric acid

Reaction ID UCExp079

hydrochloric acid

Researcher	Alicia Holsey/ Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CD3OD
Limiting Reactant	0.125 M
Precipitate	No
Comments	No transamidation cycliation observed
Reference	http://usefulchem.wikispaces.com/Exp079

+

→

hydrochloric acid

hydrogen

Reaction ID SPUGI_002

hydrogen

Researcher	Sebastian Petrik
Reaction Type	reduction
Solvent	methanol
Limiting Reactant	- M
Precipitate	No
Yield	12 %
Comments	suspension treated with Pd/C and H2 at 450psi 5h then filtered; evaporated and chromatographed
Reference	http://sebastianpetrik.wikispaces.com/SPUGI_002

+

→

5-nitro-1,10-phenanthroline

hydrogen

5-amino-1,10-phenanthroline

hydrogen peroxide

Reaction ID OEMW45-3

hydrogen peroxide

Researcher	Michael Wolfle
Reaction Type	oxidation
Solvent	formic acid
Limiting Reactant	0.01 M
Precipitate	No
Comments	rt 2h then 6N HCl then extract into CHCl3 and EtOAc: no product by NMR
Reference	http://www.ourexperiment.org/racemic_pzq/587

+

→

hydrogen peroxide

1-(2-sulfo-1-naphthyl)naphthalene-2-sulfonic acid

Reaction ID OEMW45-3a

hydrogen peroxide

Researcher	Michael Wolfle
Reaction Type	oxidation
Solvent	formic acid
Limiting Reactant	0.01 M
Precipitate	No
Comments	rt 2h then added water and evaporated - NMR shows mixture
Reference	http://www.ourexperiment.org/racemic_pzq/587

+

→

hydrogen peroxide

1-(2-sulfo-1-naphthyl)naphthalene-2-sulfonic acid

Reaction ID OEMW45-3b

hydrogen peroxide

Researcher	Michael Wolfle
Reaction Type	oxidation
Solvent	formic acid
Limiting Reactant	0.01 M
Precipitate	No
Comments	rt 0.5h then added water and evaporated - NMR shows mixture with some product
Reference	http://www.ourexperiment.org/racemic_pzq/587

+

→

hydrogen peroxide

1-(2-sulfo-1-naphthyl)naphthalene-2-sulfonic acid

Reaction ID OEMW45-3c

hydrogen peroxide

Researcher	Michael Wolfle
Reaction Type	oxidation
Solvent	formic acid
Limiting Reactant	0.025 M
Precipitate	No
Yield	- %
Comments	rt 20 min then added water and evaporated then dissolved in CHCl3 and filtered then evap and ran through ion exchange resin in methanol-water - characterization pending
Reference	http://www.ourexperiment.org/racemic_pzq/587

+

→

hydrogen peroxide

1-(2-sulfo-1-naphthyl)naphthalene-2-sulfonic acid

L-tryptophan

Reaction ID UCEXP248

L-tryptophan

Researcher	Khalid Mirza
Reaction Type	Esterification
Solvent	methanol
Limiting Reactant	0.357 M
Precipitate	Yes
Yield	86.2 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp248

+

+

→

acetyl chloride

L-tryptophan

methanol

L-tryptophanmethyl ester hydrochloride

m-anisaldehyde

Reaction ID UCEXP232-66

m-anisaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

t-butyl isocyanide

24528251

Reaction ID UCEXP232-67

m-anisaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.068 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

n-butyl isocyanide

24528252

Reaction ID UCEXP232-68

m-anisaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

1-pentyl isocyanide

24528253

Reaction ID UCEXP232-69

m-anisaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

cyclohexylisocyanide

24528254

Reaction ID UCEXP232-70

m-anisaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528255

Reaction ID UCExp241-02

m-anisaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

m-anisaldehyde

benzyl isocyanide

24534408

m-toluic acid

Reaction ID UCEXP216-10

m-toluic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	18 %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

m-toluic acid

methylamine

4-(dimethylamino)benzaldehyde

cyclohexylisocyanide

21432162

methacrylic acid

Reaction ID UCEXP174I/V2B41

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

methacrylic acid

aniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106198

Reaction ID UCEXP185-1

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.409 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp185

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP185-2

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.409 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp185

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP187-1

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.057 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP187-2

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.06 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP187-3

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.064 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21143155

Reaction ID UCEXP188-1

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP188-2

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP188-3

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21143155

Reaction ID UCEXP216-13

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCExp236-04

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.844 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528278

Reaction ID UCExp236-10

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.888 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

methylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528283

Reaction ID UCExp236-12

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.636 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

aniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528285

Reaction ID UCExp236-20

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528293

Reaction ID UCExp236-23

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528296

Reaction ID UCExp236-24

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.63 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528297

Reaction ID UCExp236-28

methacrylic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528301

methanol

Reaction ID UCEXP248

methanol

Researcher	Khalid Mirza
Reaction Type	Esterification
Solvent	methanol
Limiting Reactant	0.357 M
Precipitate	Yes
Yield	86.2 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp248

+

+

→

acetyl chloride

L-tryptophan

methanol

L-tryptophanmethyl ester hydrochloride

methoxyacetic acid

Reaction ID UCEXP231-4

methoxyacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	2 M
Precipitate	Yes
Yield	4 %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

methoxyacetic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

21486238

methylamine

Reaction ID UCExp114

methylamine

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp114

+

+

+

→

2-(4-methylphenyl)propionicacid

methylamine

2-furaldehyde

benzyl isocyanide

24746830

Reaction ID UCExp115

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp115

+

+

+

→

2-(4-methylphenyl)propionicacid

methylamine

2-furaldehyde

benzyl isocyanide

24746830

Reaction ID UCExp116D

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

methylamine

2,4-dimethylbenzaldehyde

tosylmethyl isocyanide

24746829

Reaction ID UCExp117

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp117

+

+

+

→

acetic acid

methylamine

propionaldehyde

t-butyl isocyanide

24746821

Reaction ID UCExp119B

methylamine

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp119

+

+

+

→

acetic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24746820

Reaction ID UCExp122

methylamine

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp122

+

+

+

→

formic acid

methylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24746814

Reaction ID UCExp139G

methylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

hippuric acid

methylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747175

Reaction ID UCExp139K

methylamine

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

furoic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24747181

Reaction ID UCExp143B

methylamine

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

3-nitrobenzoic acid

methylamine

benzaldehyde

tosylmethyl isocyanide

24747187

Reaction ID UCExp144C

methylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747192

Reaction ID UCEXP147-1V2B1

methylamine

→

Reaction ID UCEXP147-3

methylamine

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp+147

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP151-1V2B10

methylamine

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp151

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106049

Reaction ID UCExp153

methylamine

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp153

+

+

+

→

1-pyrenebutyric acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747196

Reaction ID UCExp168

methylamine

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp168

+

+

+

→

formic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105598

Reaction ID UCEXP171A/V2B1

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	Impurities found
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105839

Reaction ID UCEXP171C/V2B3

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

21106040

Reaction ID UCEXP171FV2B6

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes but reactants initially insoluble
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP171HV2B8

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

21105832

Reaction ID UCEXP171JV2B10

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106049

Reaction ID UCEXP171KV2B11

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP171LV2B-12

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106039

Reaction ID UCExp172

methylamine

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp172

+

+

+

→

formic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105598

Reaction ID UCEXP173B/V2B14

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes but reactants initially insoluble
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP173C/V2B15

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21106044

Reaction ID UCEXP173D/V2B16

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

21106048

Reaction ID UCEXP173E/V2B17

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

boc-trp-OH

methylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

21106045

Reaction ID UCEXP173I/V3B21

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

21106052

Reaction ID UCEXP173J/V2B22

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

21106038

Reaction ID UCEXP173P/V2B28

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

3-methoxybenzaldehyde

t-butyl isocyanide

21106050

Reaction ID UCEXP174C/V2B34

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

5-nitrosalicylic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106205

Reaction ID UCEXP174E/V2B36

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

boc-trp-OH

methylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

21106201

Reaction ID UCEXP174F/V2B38

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

veratraldehyde

tosylmethyl isocyanide

21106200

Reaction ID UCEXP174H/V2B40

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106188

Reaction ID UCEXP174L/V2B44

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

21106195

Reaction ID UCEXP174N/V2B46

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

boc-trp-OH

methylamine

3-hydroxybenzaldehyde

n-butyl isocyanide

21106193

Reaction ID UCEXP174S/V2B52

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

5-nitrosalicylic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

n-butyl isocyanide

21106203

Reaction ID UCEXP181-057V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

methylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528098

Reaction ID UCEXP181-059V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24528099

Reaction ID UCEXP181-062V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

24528101

Reaction ID UCEXP181-066V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528105

Reaction ID UCEXP181-068V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

o-vanillin

tosylmethyl isocyanide

24528107

Reaction ID UCEXP181-072V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,6-dihydroxybenzoic acid

methylamine

4-(trifluoromethyl)benzaldehyde

tosylmethyl isocyanide

21106207

Reaction ID UCEXP181-073V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

boc-trp-OH

methylamine

benzaldehyde

t-butyl isocyanide

24528109

Reaction ID UCEXP181-086V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528121

Reaction ID UCEXP181-087V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

21106206

Reaction ID UCEXP181-090V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-nitrobenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528123

Reaction ID UCEXP181-096V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528127

Reaction ID UCEXP181-098V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-hydroxybenzaldehyde

tosylmethyl isocyanide

24528129

Reaction ID UCEXP181-100V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

24528131

Reaction ID UCEXP181-101V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528132

Reaction ID UCEXP181-103V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528133

Reaction ID UCEXP181-104V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

4-(dimethylamino)benzaldehyde

tosylmethyl isocyanide

24528134

Reaction ID UCEXP181-106V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24528136

Reaction ID UCEXP181-108V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24528138

Reaction ID UCEXP181-111V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528534

Reaction ID UCEXP181-112V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

24528141

Reaction ID UCEXP181-116V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

24528145

Reaction ID UCEXP181-118V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

tosylmethyl isocyanide

24528147

Reaction ID UCEXP181-119V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

methylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528148

Reaction ID UCEXP181-120V2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,5-bis(trifluoromethyl)benzaldehyde

tosylmethyl isocyanide

24528149

Reaction ID UCEXP215C

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.662 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP215D

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.66 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP215E

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.715 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

4-chlorophenylacetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528155

Reaction ID UCEXP216-10

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	18 %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

m-toluic acid

methylamine

4-(dimethylamino)benzaldehyde

cyclohexylisocyanide

21432162

Reaction ID UCEXP216-11

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21432163

Reaction ID UCEXP216-8

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

3-phenylbutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21432164

Reaction ID UCEXP219-1

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol/THF
Limiting Reactant	1 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp219

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP219-2

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol/THF
Limiting Reactant	0.5 M
Precipitate	Yes
Product	Not determined
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp219

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP219-3

methylamine

Researcher	-
Reaction Type	-
Solvent	Khalid Mirza
Limiting Reactant	methanol/THF M
Precipitate	Yes
Product	but took over a day to dissolve all reactant
Comments	0.5
Reference	http://usefulchem.wikispaces.com/Exp219

→

Reaction ID UCEXP222-5

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP222-6

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP228-7

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.67 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP231-3

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.75 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCExp236-10

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.888 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

methylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528283

Reaction ID UCExp236-14

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.856 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528287

Reaction ID UCExp236-18

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.858 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528291

Reaction ID UCExp236-19

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.927 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

methylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528292

Reaction ID UCExp238-10

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.825 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528312

Reaction ID UCExp238-22

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.867 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528322

Reaction ID UCExp238-34

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.648 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528334

Reaction ID UCExp241-01

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

4-methoxybenzaldehyde

benzyl isocyanide

24534407

Reaction ID UCExp241-02

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

m-anisaldehyde

benzyl isocyanide

24534408

Reaction ID UCExp241-03

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.512 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2-furaldehyde

benzyl isocyanide

24534403

Reaction ID UCExp241-04

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.525 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

n-butyl isocyanide

24528355

Reaction ID UCExp241-05

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.525 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

n-butyl isocyanide

24528355

Reaction ID UCExp241-06

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.523 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

t-butyl isocyanide

24528356

Reaction ID UCExp241-07

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.523 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

t-butyl isocyanide

24528356

Reaction ID UCExp241-08

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.52 M
Precipitate	YES
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

cyclohexylisocyanide

21782465

Reaction ID UCExp241-09

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.564 M
Precipitate	YES
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

cyclohexylisocyanide

21782465

Reaction ID UCExp241-10

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.548 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528357

Reaction ID UCExp241-11

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.548 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528357

Reaction ID UCExp241-12

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.563 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1-pentyl isocyanide

24528358

Reaction ID UCExp241-13

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.563 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1-pentyl isocyanide

24528358

Reaction ID UCExp241-14

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-15

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-16

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-17

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.577 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528360

Reaction ID UCExp241-18

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.571 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528361

Reaction ID UCExp241-21

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.576 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528362

Reaction ID UCExp241-22

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.578 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2-methylbenzaldehyde

t-butyl isocyanide

24528363

Reaction ID UCExp241-23

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.559 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

n-butyl isocyanide

24528364

Reaction ID UCExp241-26

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.573 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2,4-dimethylbenzaldehyde

n-butyl isocyanide

24528365

Reaction ID UCEXP247-8

methylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.62 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528334

N-(furan-2-ylmethyl)acetamide

Reaction ID UCExp102

N-(furan-2-ylmethyl)acetamide

Researcher	Khalid Mirza
Reaction Type	Friedel-Crafts Alkylation
Solvent	t-butanol
Limiting Reactant	0.18 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp102

+

+

→

N-(furan-2-ylmethyl)acetamide

sulfuric acid

t-butanol

N-[(5-methylfuran-2-yl)methyl]acetamide

Reaction ID UCExp081

N-[(5-methylfuran-2-yl)methyl]acetamide

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	neat
Limiting Reactant	1 M
Precipitate	No
Comments	Furfuryl cleavage not seen in the secondary amide at 10% acid conc even after 4 days at rt
Reference	http://usefulchem.wikispaces.com/Exp081

+

→

N-[(5-methylfuran-2-yl)methyl]acetamide

trifluoroacetic acid

N-[(5-methylfuran-2-yl)methyl]acetamide

Reaction ID UCExp128

N-[(5-methylfuran-2-yl)methyl]acetamide

Researcher	James Giammarco/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp128

+

→

N-[(5-methylfuran-2-yl)methyl]acetamide

trifluoroacetic acid

N-[(5-methylfuran-2-yl)methyl]acetamide

Reaction ID UCExp129

N-[(5-methylfuran-2-yl)methyl]acetamide

Researcher	James Giammarco/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp129

+

→

N-[(5-methylfuran-2-yl)methyl]acetamide

trifluoroacetic acid

N-[(5-methylfuran-2-yl)methyl]acetamide

N-Benzyl-1-(2-furyl)methanamine

Reaction ID UCExp133B

N-Benzyl-1-(2-furyl)methanamine

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	methylene chloride
Limiting Reactant	0.65 M
Precipitate	No
Comments	triethyl amine used to mop-up the generated HCl
Reference	http://usefulchem.wikispaces.com/Exp133

+

→

acetyl chloride

N-Benzyl-1-(2-furyl)methanamine

N-benzyl-N-(furan-2-ylmethyl)acetamide

N-Benzyl-1-(5-methyl-2-furyl)methanamine

Reaction ID UCExp132B

N-Benzyl-1-(5-methyl-2-furyl)methanamine

Researcher	Khalid Mirza
Reaction Type	amidation
Solvent	methylene chloride
Limiting Reactant	0.7 M
Precipitate	No
Comments	triethyl amine used to mop-up the generated HCl
Reference	http://usefulchem.wikispaces.com/Exp132

+

→

acetyl chloride

N-Benzyl-1-(5-methyl-2-furyl)methanamine

N-benzyl-N-[(5-methylfuran-2-yl)methyl]acetamide

n-butyl isocyanide

Reaction ID UCExp123

n-butyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp123

+

+

+

→

boc-trp-OH

furfurylamine

o-vanillin

n-butyl isocyanide

24746816

Reaction ID UCExp125A

n-butyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

n-butyl isocyanide

21106072

Reaction ID UCExp126A

n-butyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

n-butyl isocyanide

21106065

Reaction ID UCExp126D

n-butyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

n-butyl isocyanide

21106063

Reaction ID UCEXP130-1

n-butyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.751 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

5-methylfurfurylamine

2-naphthaldehyde

n-butyl isocyanide

21106081

Reaction ID UCEXP130-5

n-butyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.734 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

furfurylamine

2-naphthaldehyde

n-butyl isocyanide

21106079

Reaction ID UCEXP131-1

n-butyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.608 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

furfurylamine

veratraldehyde

n-butyl isocyanide

21106067

Reaction ID UCEXP131-6

n-butyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.625 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

n-butyl isocyanide

21106063

Reaction ID UCEXP131-8

n-butyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.618 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

n-butyl isocyanide

21106065

Reaction ID UCEXP134-1

n-butyl isocyanide

→

Reaction ID UCEXP134-3

n-butyl isocyanide

→

Reaction ID UCExp137A

n-butyl isocyanide

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746976

Reaction ID UCExp137C

n-butyl isocyanide

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746975

Reaction ID UCExp137D

n-butyl isocyanide

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746975

Reaction ID UCExp137E

n-butyl isocyanide

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746978

Reaction ID UCExp137F

n-butyl isocyanide

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746979

Reaction ID UCExp137H

n-butyl isocyanide

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

furoic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746981

Reaction ID UCExp138B

n-butyl isocyanide

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105597

Reaction ID UCExp139A

n-butyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

benzoic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747077

Reaction ID UCExp139D

n-butyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

2-hydroxyacetic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747076

Reaction ID UCExp140B

n-butyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp140

+

+

+

→

4-chlorophenylacetic acid

furfurylamine

2-chloro-5-nitrobenzaldehyde

n-butyl isocyanide

24747184

Reaction ID UCExp141A

n-butyl isocyanide

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp141

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747185

Reaction ID UCExp142A

n-butyl isocyanide

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp142

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747185

Reaction ID UCExp143A

n-butyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

crotonic acid

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

t-butyl isocyanide

21106058

Reaction ID UCExp144C

n-butyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747192

Reaction ID UCExp154C

n-butyl isocyanide

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP159C-V1B18

n-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.661 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp159

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP160C-V1B19

n-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.388 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp160

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105579

Reaction ID UCEXP164

n-butyl isocyanide

Researcher	Emily Messner/Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp164

+

+

+

→

phenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106183

Reaction ID UCEXP167A-V1B12

n-butyl isocyanide

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp167

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105597

Reaction ID UCExp170

n-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp170

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP173D/V2B16

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

21106048

Reaction ID UCEXP173G/V2B19

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

n-butyl isocyanide

21105845

Reaction ID UCEXP174C/V2B34

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

5-nitrosalicylic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106205

Reaction ID UCEXP174E/V2B36

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

boc-trp-OH

methylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

21106201

Reaction ID UCEXP174N/V2B46

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

boc-trp-OH

methylamine

3-hydroxybenzaldehyde

n-butyl isocyanide

21106193

Reaction ID UCEXP174S/V2B52

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

5-nitrosalicylic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

n-butyl isocyanide

21106203

Reaction ID UCEXP175D

n-butyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp175

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP176C

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	Yes
Yield	62 %
Comments	aldehyde not soluble until all reactants added
Reference	http://usefulchem.wikispaces.com/Exp176

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP177

n-butyl isocyanide

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp177

+

+

+

→

phenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105831

Reaction ID UCEXP178

n-butyl isocyanide

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.388 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp178

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP180

n-butyl isocyanide

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp180

+

+

+

→

acetic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105834

Reaction ID UCEXP181-055V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,6-dihydroxybenzoic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528096

Reaction ID UCEXP181-056V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528097

Reaction ID UCEXP181-070V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

3-chloroaniline

2-methylbenzaldehyde

n-butyl isocyanide

24528530

Reaction ID UCEXP181-075V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528111

Reaction ID UCEXP181-076V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

1-propylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528112

Reaction ID UCEXP181-077V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

5-methylfurfurylamine

3-methoxybenzaldehyde

n-butyl isocyanide

24528113

Reaction ID UCEXP181-083V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

21106208

Reaction ID UCEXP181-084V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

benzylamine

3-methoxybenzaldehyde

n-butyl isocyanide

24528119

Reaction ID UCEXP181-088V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528532

Reaction ID UCEXP181-103V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528133

Reaction ID UCEXP181-114V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528143

Reaction ID UCEXP181-119V2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

diphenylacetic acid

methylamine

3,4-dihydroxybenzaldehyde

n-butyl isocyanide

24528148

Reaction ID UCEXP182

n-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Reactants Insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp182

+

+

+

→

furoic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21168529

Reaction ID UCEXP186A

n-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP186B

n-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP186C

n-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	dichloromethane
Limiting Reactant	0.5 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp186

+

+

+

→

1-pyrenebutyric acid

aniline

benzaldehyde

n-butyl isocyanide

24747198

Reaction ID UCEXP215F

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.661 M
Precipitate	Yes but not at room temperature
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP216-12

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

phenylpropynoic acid

benzylamine

veratraldehyde

n-butyl isocyanide

21105845

Reaction ID UCEXP217-1

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.384 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP217-5

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.384 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP224-2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

n-butyl isocyanide

24747199

Reaction ID UCEXP225-2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.905 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

n-butyl isocyanide

24528158

Reaction ID UCEXP226-2

n-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.525 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

n-butyl isocyanide

24528166

Reaction ID UCEXP227-2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.453 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

n-butyl isocyanide

24528174

Reaction ID UCEXP228-2

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.265 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

3-hydroxybenzaldehyde

n-butyl isocyanide

24528182

Reaction ID UCEXP228-3

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.551 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

2,4-dimethylbenzaldehyde

n-butyl isocyanide

24534188

Reaction ID UCEXP228-4

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.634 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

benzaldehyde

n-butyl isocyanide

24534192

Reaction ID UCEXP228-6

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.627 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24534190

Reaction ID UCEXP229-2

n-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.667 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp229

+

+

+

→

boc-trp-OH

1-hexylamine

benzaldehyde

n-butyl isocyanide

24528183

Reaction ID UCEXP231-4

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	2 M
Precipitate	Yes
Yield	4 %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

methoxyacetic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

21486238

Reaction ID UCEXP231-7

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.667 M
Precipitate	Yes
Product	Pending
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

1-pyrenebutyric acid

furfurylamine

2-furaldehyde

n-butyl isocyanide

24528187

Reaction ID UCEXP232-02

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

n-butyl isocyanide

24528189

Reaction ID UCEXP232-07

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.082 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

n-butyl isocyanide

24528194

Reaction ID UCEXP232-12

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.028 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528199

Reaction ID UCEXP232-17

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.365 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

n-butyl isocyanide

24528203

Reaction ID UCEXP232-22

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.007 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

n-butyl isocyanide

24528208

Reaction ID UCEXP232-27

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

n-butyl isocyanide

24528213

Reaction ID UCEXP232-32

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

n-butyl isocyanide

24528218

Reaction ID UCEXP232-37

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

n-butyl isocyanide

24528223

Reaction ID UCEXP232-42

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

n-butyl isocyanide

24528228

Reaction ID UCEXP232-47

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

n-butyl isocyanide

24528233

Reaction ID UCEXP232-52

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

n-butyl isocyanide

24528238

Reaction ID UCEXP232-57

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

n-butyl isocyanide

24528243

Reaction ID UCEXP232-62

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

n-butyl isocyanide

24534417

Reaction ID UCEXP232-67

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.068 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

n-butyl isocyanide

24528252

Reaction ID UCEXP232-72

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.105 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

n-butyl isocyanide

24528257

Reaction ID UCExp236-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528275

Reaction ID UCExp236-02

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528276

Reaction ID UCExp236-03

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528277

Reaction ID UCExp236-10

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.888 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

methylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528283

Reaction ID UCExp236-13

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-propylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528286

Reaction ID UCExp236-17

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

aniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528290

Reaction ID UCExp236-19

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.927 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

methylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528292

Reaction ID UCExp236-20

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528293

Reaction ID UCExp236-23

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528296

Reaction ID UCExp236-24

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.63 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528297

Reaction ID UCExp237-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.778 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp237

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp237-02

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.746 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp237

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp240-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.607 M
Precipitate	Yes but after 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp240-07

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.839 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21782451

Reaction ID UCExp241-04

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.525 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

n-butyl isocyanide

24528355

Reaction ID UCExp241-05

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.525 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

n-butyl isocyanide

24528355

Reaction ID UCExp241-23

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.559 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

n-butyl isocyanide

24528364

Reaction ID UCExp241-26

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.573 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2,4-dimethylbenzaldehyde

n-butyl isocyanide

24528365

Reaction ID UCExp241-29

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.729 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528366

Reaction ID UCExp241-31

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.743 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

2-chloroaniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528368

Reaction ID UCExp241-32

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.751 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528369

Reaction ID UCExp241-44

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.72 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528377

Reaction ID UCExp242-1

n-butyl isocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.435 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp242-6

n-butyl isocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.431 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528387

Reaction ID UCExp245-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528391

Reaction ID UCExp245-02

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.718 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528391

Reaction ID UCExp245-03

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528392

Reaction ID UCExp245-04

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528392

Reaction ID UCExp245-17

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

n-butyl isocyanide

24528399

Reaction ID UCExp245-18

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.12 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

n-butyl isocyanide

24528399

Reaction ID UCExp245-19

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.496 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528400

Reaction ID UCExp245-20

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528400

Reaction ID UCExp245-37

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528409

Reaction ID UCExp245-38

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.718 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528409

Reaction ID UCExp245-39

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528410

Reaction ID UCExp245-40

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528410

Reaction ID UCEXP247-6

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.84 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP247-9

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21782451

Reaction ID UCEXP249

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.41 M
Precipitate	Yes
Yield	- %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp249

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP250

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.395 M
Precipitate	Yes
Yield	6.5 %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp250

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP251-1

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	76.5 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp252-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.403 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp252

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp253-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.53 M
Precipitate	Yes
Yield	42.6 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp253

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp254-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.08 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp254

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	65.8 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-02

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	65.1 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-03

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	66.4 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-04

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	29.7 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-05

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	30.5 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-06

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	28.9 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp256-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	17 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp256

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp257-01

n-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethyl acetate
Limiting Reactant	0.37 M
Precipitate	Yes
Yield	24 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp257

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

NaOH

Reaction ID DSp42

NaOH

Researcher	Dustin Sprouse
Reaction Type	hydrolysis
Solvent	THF/water
Limiting Reactant	0.01 M
Precipitate	No
Comments	NaOH 2h rt then HCl then ethyl acetate extraction
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

NaOH

resveratrol triacetate

resveratrol

Reaction ID DSp43

NaOH

Researcher	Dustin Sprouse
Reaction Type	hydrolysis
Solvent	THF/water
Limiting Reactant	0.03 M
Precipitate	No
Yield	- %
Comments	NaOH (large xs) 2h rt then HCl then ethyl acetate extraction - starting material and product impure
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

NaOH

resveratrol triacetate

resveratrol

nitric acid

Reaction ID SPUGI_001

nitric acid

Researcher	Sebastian Petrik
Reaction Type	nitration
Solvent	sulfuric acid
Limiting Reactant	0.7 M
Precipitate	Yes
Yield	58 %
Comments	7 eq. nitric acid at 160C; 4h then add ice; basify then acidify and filter precipitate
Reference	http://sebastianpetrik.wikispaces.com/SPUGI_001

+

→

1,10-phenanthroline

nitric acid

5-nitro-1,10-phenanthroline

o-vanillin

Reaction ID UCExp120

o-vanillin

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp120

+

+

+

→

boc-trp-OH

furfurylamine

o-vanillin

1-pentyl isocyanide

24746825

Reaction ID UCExp121

o-vanillin

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp121

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

o-vanillin

1-pentyl isocyanide

24746818

Reaction ID UCExp123

o-vanillin

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp123

+

+

+

→

boc-trp-OH

furfurylamine

o-vanillin

n-butyl isocyanide

24746816

Reaction ID UCExp125A

o-vanillin

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

n-butyl isocyanide

21106072

Reaction ID UCExp125B

o-vanillin

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

1-pentyl isocyanide

24747075

Reaction ID UCExp125C

o-vanillin

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp125

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

benzyl isocyanide

21106062

Reaction ID UCExp126A

o-vanillin

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

n-butyl isocyanide

21106065

Reaction ID UCExp126B

o-vanillin

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

1-pentyl isocyanide

21106066

Reaction ID UCExp126C

o-vanillin

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

benzyl isocyanide

21106061

Reaction ID UCExp126D

o-vanillin

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

n-butyl isocyanide

21106063

Reaction ID UCExp126E

o-vanillin

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp126

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

1-pentyl isocyanide

21106064

Reaction ID UCEXP131-4

o-vanillin

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.612 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

benzyl isocyanide

21106061

Reaction ID UCEXP131-5

o-vanillin

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.605 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-octylamine

o-vanillin

benzyl isocyanide

21106062

Reaction ID UCEXP131-6

o-vanillin

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.625 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

n-butyl isocyanide

21106063

Reaction ID UCEXP131-7

o-vanillin

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.617 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

1-pentyl isocyanide

21106064

Reaction ID UCEXP131-8

o-vanillin

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.618 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

n-butyl isocyanide

21106065

Reaction ID UCEXP131-9

o-vanillin

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.61 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

1-heptylamine

o-vanillin

1-pentyl isocyanide

21106066

Reaction ID UCEXP134-1

o-vanillin

→

Reaction ID UCEXP134-2

o-vanillin

→

Reaction ID UCEXP134-3

o-vanillin

→

Reaction ID UCEXP134-4

o-vanillin

→

Reaction ID UCExp135

o-vanillin

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.604 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp135

+

+

+

→

boc-trp-OH

1-hexylamine

o-vanillin

benzyl isocyanide

24746971

Reaction ID UCExp136

o-vanillin

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.604 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp136

+

+

+

→

boc-trp-OH

benzylamine

o-vanillin

1-pentyl isocyanide

24746972

Reaction ID UCEXP171B/V2B2

o-vanillin

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

o-vanillin

t-butyl isocyanide

21106056

Reaction ID UCEXP171D/V2B4

o-vanillin

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

benzylamine

o-vanillin

t-butyl isocyanide

21105846

Reaction ID UCEXP173N/V2B26

o-vanillin

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

decanoic acid

2-chloroaniline

o-vanillin

tosylmethyl isocyanide

21105847

Reaction ID UCEXP181-068V2

o-vanillin

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

o-vanillin

tosylmethyl isocyanide

24528107

octadecylamine

Reaction ID UCEXP228-1

octadecylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.253 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528181

Reaction ID UCEXP228-2

octadecylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.265 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

3-hydroxybenzaldehyde

n-butyl isocyanide

24528182

Reaction ID UCEXP228-3

octadecylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.551 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

2,4-dimethylbenzaldehyde

n-butyl isocyanide

24534188

Reaction ID UCEXP228-4

octadecylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.634 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

benzaldehyde

n-butyl isocyanide

24534192

Reaction ID UCEXP229-1

octadecylamine

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.667 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp229

+

+

+

→

boc-trp-OH

octadecylamine

4-methylbenzaldehyde

t-butyl isocyanide

24534189

p-anisaldehyde

Reaction ID DSp31

p-anisaldehyde

Researcher	Dustin Sprouse
Reaction Type	Grignard
Solvent	diethyl ether
Limiting Reactant	0.6 M
Precipitate	No
Comments	Mg then aldehyde then 3N HCl; mixtures obtained
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

benzyl chloride

p-anisaldehyde

p-methoxystilbene

Reaction ID UCExp269-3

p-anisaldehyde

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	2 M
Precipitate	Yes
Yield	92 %
Comments	Stirred RT 21H; filtered
Reference	http://usefulchem.wikispaces.com/Exp269

+

→

aniline

p-anisaldehyde

N-(4-methoxybenzylidene)aniline

phenanthrene-9-carboxaldehyde

Reaction ID UCExp137A

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746976

Reaction ID UCExp137C

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746975

Reaction ID UCExp137D

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746975

Reaction ID UCExp137E

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746978

Reaction ID UCExp137F

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746979

Reaction ID UCExp137G

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24746980

Reaction ID UCExp137H

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

furoic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24746981

Reaction ID UCExp138A

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

phenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105590

Reaction ID UCExp138B

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105597

Reaction ID UCExp139A

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

benzoic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747077

Reaction ID UCExp139B

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

hippuric acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747177

Reaction ID UCExp139D

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

2-hydroxyacetic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747076

Reaction ID UCExp139E

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

phenylacetic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747178

Reaction ID UCExp139F

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

2-chlorobenzoic acid

1-propylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747174

Reaction ID UCExp139G

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

hippuric acid

methylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747175

Reaction ID UCExp139H

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747176

Reaction ID UCExp139I

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747179

Reaction ID UCExp139J

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

phenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747180

Reaction ID UCExp141A

phenanthrene-9-carboxaldehyde

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp141

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747185

Reaction ID UCExp141B

phenanthrene-9-carboxaldehyde

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp141

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747186

Reaction ID UCExp142A

phenanthrene-9-carboxaldehyde

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp142

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747185

Reaction ID UCExp142B

phenanthrene-9-carboxaldehyde

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp142

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747186

Reaction ID UCExp143A

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

crotonic acid

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

t-butyl isocyanide

21106058

Reaction ID UCExp143C

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp144C

phenanthrene-9-carboxaldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24747192

Reaction ID UCExp146A

phenanthrene-9-carboxaldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp146

+

+

+

→

phenylacetic acid

t-butylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747193

Reaction ID UCEXP148A-V1B153

phenanthrene-9-carboxaldehyde

→

Reaction ID UCExp149

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp149

+

+

+

→

benzoic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747195

Reaction ID UCEXP150D-V1B155

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.404 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	59 %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp150

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp153

phenanthrene-9-carboxaldehyde

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp153

+

+

+

→

1-pyrenebutyric acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747196

Reaction ID UCExp154A

phenanthrene-9-carboxaldehyde

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCExp154B

phenanthrene-9-carboxaldehyde

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

3,4-dihydroxyphenyl acetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747197

Reaction ID UCExp154C

phenanthrene-9-carboxaldehyde

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP156B-V1B155

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.678 M
Precipitate	Yes but reactants initially insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp156

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106075

Reaction ID UCExp157

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.678 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp157

+

+

+

→

phenylacetic acid

phenanthrene-9-carboxaldehyde

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

7677

Reaction ID UCEXP159C-V1B18

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.661 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp159

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP160C-V1B19

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.388 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp160

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105579

Reaction ID UCEXP161

phenanthrene-9-carboxaldehyde

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp161

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCEXP162

phenanthrene-9-carboxaldehyde

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.285 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp162

+

+

+

→

phenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105590

Reaction ID UCEXP163A-V1B14

phenanthrene-9-carboxaldehyde

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.387 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp163

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCEXP164

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner/Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp164

+

+

+

→

phenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106183

Reaction ID UCEXP167A-V1B12

phenanthrene-9-carboxaldehyde

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp167

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105597

Reaction ID UCExp169

phenanthrene-9-carboxaldehyde

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp169

+

+

+

→

3,4-methylenedioxyphenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105599

Reaction ID UCExp170

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp170

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP171C/V2B3

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

21106040

Reaction ID UCEXP171LV2B-12

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106039

Reaction ID UCEXP173F/V2B18

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

2,3-dihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106041

Reaction ID UCEXP174C/V2B34

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

5-nitrosalicylic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106205

Reaction ID UCEXP175D

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp175

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP176C

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	Yes
Yield	62 %
Comments	aldehyde not soluble until all reactants added
Reference	http://usefulchem.wikispaces.com/Exp176

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP177

phenanthrene-9-carboxaldehyde

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp177

+

+

+

→

phenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105831

Reaction ID UCEXP178

phenanthrene-9-carboxaldehyde

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.388 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp178

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP179

phenanthrene-9-carboxaldehyde

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp179

+

+

+

→

4-chlorophenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105833

Reaction ID UCEXP180

phenanthrene-9-carboxaldehyde

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp180

+

+

+

→

acetic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105834

Reaction ID UCEXP181-055V2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,6-dihydroxybenzoic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528096

Reaction ID UCEXP181-056V2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528097

Reaction ID UCEXP181-075V2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528111

Reaction ID UCEXP181-079V2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528115

Reaction ID UCEXP181-103V2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

methylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528133

Reaction ID UCEXP181-111V2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528534

Reaction ID UCEXP181-114V2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528143

Reaction ID UCEXP181-123V2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.214 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24528151

Reaction ID UCEXP182

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Reactants Insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp182

+

+

+

→

furoic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21168529

Reaction ID UCEXP183-049V1

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Reactants Insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp183

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528153

Reaction ID UCEXP184-1/49

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP184-2/49

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP184-3/49

phenanthrene-9-carboxaldehyde

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	dichloromethane
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP214C

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.404 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp214

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP215A

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.661 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP215B

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.678 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP215F

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.661 M
Precipitate	Yes but not at room temperature
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP216-7

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP216-9

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP217-1

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.384 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106077

Reaction ID UCEXP217-2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.383 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP217-5

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.384 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP221-1

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP221-2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP221-3

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106196

Reaction ID UCEXP231-2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	aldehyde insoluble at this concentration
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp237-01

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.778 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp237

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp237-02

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.746 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp237

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp238-01

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.881 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528303

Reaction ID UCExp238-02

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.879 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528304

Reaction ID UCExp238-03

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.931 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

aniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528305

Reaction ID UCExp238-04

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.866 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528306

Reaction ID UCExp238-05

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.903 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528307

Reaction ID UCExp238-06

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.849 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528308

Reaction ID UCExp238-07

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.628 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528309

Reaction ID UCExp238-08

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.74 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528310

Reaction ID UCExp238-09

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.794 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528311

Reaction ID UCExp238-10

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.825 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528312

Reaction ID UCExp238-11

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.965 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528313

Reaction ID UCExp238-12

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.881 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

t-butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528314

Reaction ID UCExp238-13

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.921 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528315

Reaction ID UCExp238-14

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.919 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528316

Reaction ID UCExp238-15

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.974 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528317

Reaction ID UCExp238-16

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.906 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp238-17

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.945 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528318

Reaction ID UCExp238-18

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.888 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528319

Reaction ID UCExp238-19

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.658 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528320

Reaction ID UCExp238-20

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.775 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCExp238-21

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.831 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528321

Reaction ID UCExp238-22

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.867 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528322

Reaction ID UCExp238-23

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	2.009 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-propylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528323

Reaction ID UCExp238-24

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.921 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

t-butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528324

Reaction ID UCExp238-25

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.686 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

2-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528325

Reaction ID UCExp238-26

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.684 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

3-chloroaniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528326

Reaction ID UCExp238-27

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.726 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

aniline

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528327

Reaction ID UCExp238-28

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.674 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528328

Reaction ID UCExp238-29

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.704 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528329

Reaction ID UCExp238-30

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.378 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

cyclohexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528330

Reaction ID UCExp238-31

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.48 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528331

Reaction ID UCExp238-32

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.572 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-heptylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528332

Reaction ID UCExp238-33

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.616 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528333

Reaction ID UCExp238-34

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.648 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528334

Reaction ID UCExp238-35

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.753 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528335

Reaction ID UCExp238-36

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.686 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

t-butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528336

Reaction ID UCExp238-37

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.718 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

2-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528337

Reaction ID UCExp238-38

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.716 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528338

Reaction ID UCExp238-39

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.76 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528339

Reaction ID UCExp238-40

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.706 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528340

Reaction ID UCExp238-41

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.737 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528341

Reaction ID UCExp238-42

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.399 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528342

Reaction ID UCExp238-43

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.505 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528343

Reaction ID UCExp238-44

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.6 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528344

Reaction ID UCExp240-01

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.607 M
Precipitate	Yes but after 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp240-02

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.587 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21791788

Reaction ID UCExp240-03

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.562 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528345

Reaction ID UCExp240-04

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.458 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

21782583

Reaction ID UCExp240-05

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.568 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

benzyl isocyanide

24528346

Reaction ID UCExp240-06

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.559 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528347

Reaction ID UCExp240-07

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.839 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21782451

Reaction ID UCExp240-08

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.813 M
Precipitate	Yes but 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528348

Reaction ID UCExp240-09

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.78 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

21782450

Reaction ID UCExp240-10

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.646 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528349

Reaction ID UCExp240-11

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.788 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

benzyl isocyanide

24528350

Reaction ID UCExp240-12

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.776 M
Precipitate	Yes but 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528351

Reaction ID UCExp242-1

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.435 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp242-10

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.424 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528382

Reaction ID UCExp242-2

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.436 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528383

Reaction ID UCExp242-3

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.432 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528384

Reaction ID UCExp242-4

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.414 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528385

Reaction ID UCExp242-5

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.432 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528386

Reaction ID UCExp242-6

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.431 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528387

Reaction ID UCExp242-7

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.428 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528388

Reaction ID UCExp242-8

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.424 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528389

Reaction ID UCExp242-9

phenanthrene-9-carboxaldehyde

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.406 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528390

Reaction ID UCEXP246

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.44 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp246

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

21782583

Reaction ID UCEXP247-1

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.8 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

1-hexylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528333

Reaction ID UCEXP247-10

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.81 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

21782450

Reaction ID UCEXP247-11

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21791788

Reaction ID UCEXP247-2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

1-propylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528335

Reaction ID UCEXP247-3

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.81 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528328

Reaction ID UCEXP247-4

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528340

Reaction ID UCEXP247-5

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528329

Reaction ID UCEXP247-6

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.84 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP247-7

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528343

Reaction ID UCEXP247-8

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.62 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

methylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528334

Reaction ID UCEXP247-9

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21782451

Reaction ID UCEXP249

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.41 M
Precipitate	Yes
Yield	- %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp249

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP250

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.395 M
Precipitate	Yes
Yield	6.5 %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp250

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP251-1

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	76.5 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP251-2

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	64.3 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP251-3

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	70.4 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCExp252-01

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.403 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp252

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp253-01

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.53 M
Precipitate	Yes
Yield	42.6 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp253

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp254-01

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.08 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp254

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-01

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	65.8 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-02

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	65.1 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-03

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	66.4 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-04

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	29.7 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-05

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	30.5 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-06

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	28.9 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp256-01

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	17 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp256

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp257-01

phenanthrene-9-carboxaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethyl acetate
Limiting Reactant	0.37 M
Precipitate	Yes
Yield	24 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp257

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

phenylacetaldehyde

Reaction ID UCEXP003A

phenylacetaldehyde

Researcher	James Giammarco/ Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-003.html

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP006

phenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.01 M
Precipitate	No
Comments	0.49mmol each component in 25mL methanol for 24h
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-006_29.html

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP014A

phenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.2 M
Precipitate	No
Comments	The mixture was stirred for 15 h; excess aldehyde (12%)
Reference	http://usefulchem.wikispaces.com/Exp+014

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

10481875

Reaction ID UCEXP031

phenylacetaldehyde

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.5 M
Precipitate	No
Comments	aldehyde and amine stirred for 12min then acid and isonitrile added and stirred for another 24h
Reference	http://usefulchem.wikispaces.com/Exp031

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

benzyl isocyanide

24746791

Reaction ID UCEXP032

phenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.33 M
Precipitate	No
Comments	a preformed aldimine of t-butylamine and phenylacetaldehyde was stirred with the acid and isonitrile for 24h
Reference	http://usefulchem.wikispaces.com/Exp032

+

+

+

→

boc-Met-OH

t-butylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746792

Reaction ID UCEXP034

phenylacetaldehyde

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	aldehyde and amine mixed for 10min then acid and isonitrile added along with CDCl3 in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp034

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746795

Reaction ID UCEXP036

phenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	imine synthesis
Solvent	neat
Limiting Reactant	4.4 M
Precipitate	No
Comments	aldehyde and amine reacted without any solvent
Reference	http://usefulchem.wikispaces.com/Exp036

+

→

phenylacetaldehyde

t-butylamine

Reaction ID UCEXP038

phenylacetaldehyde

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	1.56 M
Precipitate	No
Comments	reaction run in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp038

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746795

Reaction ID UCEXP042

phenylacetaldehyde

Researcher	Khalid Mirza
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.35 M
Precipitate	No
Comments	Imine kinetics with NMR
Reference	http://usefulchem.wikispaces.com/Exp042

+

→

phenylacetaldehyde

t-butylamine

Reaction ID UCEXP044

phenylacetaldehyde

Researcher	Khalid Mirza/ Linn Chen
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.44 M
Precipitate	No
Comments	Imine kinetics with NMR
Reference	http://usefulchem.wikispaces.com/Exp044

+

→

phenylacetaldehyde

t-butylamine

phenylacetic acid

Reaction ID UCExp138A

phenylacetic acid

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

phenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105590

Reaction ID UCExp139E

phenylacetic acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

phenylacetic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747178

Reaction ID UCExp139J

phenylacetic acid

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

phenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747180

Reaction ID UCExp146A

phenylacetic acid

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp146

+

+

+

→

phenylacetic acid

t-butylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747193

Reaction ID UCExp157

phenylacetic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.678 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp157

+

+

+

→

phenylacetic acid

t-butylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

7677

Reaction ID UCEXP162

phenylacetic acid

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.285 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp162

+

+

+

→

phenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105590

Reaction ID UCEXP164

phenylacetic acid

Researcher	Emily Messner/Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp164

+

+

+

→

phenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21106183

Reaction ID UCExp170

phenylacetic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Product	Not Determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp170

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP176C

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	Yes
Yield	62 %
Comments	aldehyde not soluble until all reactants added
Reference	http://usefulchem.wikispaces.com/Exp176

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP177

phenylacetic acid

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp177

+

+

+

→

phenylacetic acid

1-propylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105831

Reaction ID UCEXP178

phenylacetic acid

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.388 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp178

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp237-01

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.778 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp237

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp237-02

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.746 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp237

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp240-01

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.607 M
Precipitate	Yes but after 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp240-02

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.587 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21791788

Reaction ID UCExp240-03

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.562 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528345

Reaction ID UCExp240-04

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.458 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

21782583

Reaction ID UCExp240-05

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.568 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

benzyl isocyanide

24528346

Reaction ID UCExp240-06

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.559 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528347

Reaction ID UCExp240-07

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.839 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21782451

Reaction ID UCExp240-08

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.813 M
Precipitate	Yes but 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528348

Reaction ID UCExp240-09

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.78 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

21782450

Reaction ID UCExp240-10

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.646 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528349

Reaction ID UCExp240-11

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.788 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

benzyl isocyanide

24528350

Reaction ID UCExp240-12

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.776 M
Precipitate	Yes but 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528351

Reaction ID UCExp242-1

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.435 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp242-10

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.424 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528382

Reaction ID UCExp242-2

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.436 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528383

Reaction ID UCExp242-3

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.432 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528384

Reaction ID UCExp242-4

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.414 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528385

Reaction ID UCExp242-5

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.432 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1-pentyl isocyanide

24528386

Reaction ID UCExp242-6

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.431 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

24528387

Reaction ID UCExp242-7

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.428 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528388

Reaction ID UCExp242-8

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.424 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528389

Reaction ID UCExp242-9

phenylacetic acid

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.406 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528390

Reaction ID UCEXP246

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.44 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp246

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

1,1,3,3-tetramethylbutyl isocyanide

21782583

Reaction ID UCEXP247-10

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.81 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

21782450

Reaction ID UCEXP247-11

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21791788

Reaction ID UCEXP247-9

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21782451

Reaction ID UCEXP249

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.41 M
Precipitate	Yes
Yield	- %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp249

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP250

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.395 M
Precipitate	Yes
Yield	6.5 %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp250

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCEXP251-1

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	76.5 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp252-01

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.403 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp252

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp253-01

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.53 M
Precipitate	Yes
Yield	42.6 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp253

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp254-01

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.08 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp254

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-01

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	65.8 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-02

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	65.1 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-03

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	66.4 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-04

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	29.7 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-05

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	30.5 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp255-06

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	28.9 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp255

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp256-01

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.4 M
Precipitate	Yes
Yield	17 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp256

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

Reaction ID UCExp257-01

phenylacetic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethyl acetate
Limiting Reactant	0.37 M
Precipitate	Yes
Yield	24 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp257

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

21105594

phenylpropynoic acid

Reaction ID UCEXP173G/V2B19

phenylpropynoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

n-butyl isocyanide

21105845

Reaction ID UCEXP181-057V2

phenylpropynoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

methylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528098

Reaction ID UCEXP181-060V2

phenylpropynoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528100

Reaction ID UCEXP181-107V2

phenylpropynoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528137

Reaction ID UCEXP216-12

phenylpropynoic acid

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

phenylpropynoic acid

benzylamine

veratraldehyde

n-butyl isocyanide

21105845

Reaction ID UCEXP233-10

phenylpropynoic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

23078615

Reaction ID UCEXP233-3

phenylpropynoic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528265

Reaction ID UCEXP233-4

phenylpropynoic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.917 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

cyclohexylisocyanide

23078615

Reaction ID UCEXP233-9

phenylpropynoic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.021 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528265

Reaction ID UCEXP234-1

phenylpropynoic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528266

Reaction ID UCEXP234-2

phenylpropynoic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

23078614

Reaction ID UCEXP234-3

phenylpropynoic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528266

Reaction ID UCEXP234-4

phenylpropynoic acid

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

cyclohexylisocyanide

23078614

phosphoric acid

Reaction ID UCEXP015

phosphoric acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.2 M
Precipitate	No
Comments	reaction mixture heated to 120C; water (36mL) added soon after
Reference	http://usefulchem-experiments1.blogspot.com/2006/06/exp-015.html

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP016

phosphoric acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.2 M
Precipitate	No
Comments	reaction mixture heated to 120C; water (36mL) added soon after
Reference	http://usefulchem-experiments1.blogspot.com/2006/07/exp-016.html

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP023A

phosphoric acid

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.37 M
Precipitate	No
Yield	20 %
Comments	heated at 125C for 3min then added water
Reference	http://usefulchem.wikispaces.com/Exp023

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP024

phosphoric acid

Researcher	Khalid Mirza/ Linn Chen
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.34 M
Precipitate	No
Comments	heated for 30min
Reference	http://usefulchem.wikispaces.com/Exp024

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP025

phosphoric acid

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	phosphoric acid
Limiting Reactant	0.044 M
Precipitate	No
Yield	9.5 %
Comments	heated for 1h
Reference	http://usefulchem.wikispaces.com/Exp025

+

→

adrenaline

phosphoric acid

3,4-dihydroxyphenyl acetic acid

piperonal

Reaction ID UCEXP017A

piperonal

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 22h
Reference	http://usefulchem.wikispaces.com/EXP+017

+

+

+

→

boc-Met-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746806

Reaction ID UCEXP019A

piperonal

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/exp+019

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP026

piperonal

Researcher	Linn Chen
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.025 M
Precipitate	No
Comments	stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp26

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP029

piperonal

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	Reaction mixture left undisturbed for 24h tightly capped
Reference	http://usefulchem.wikispaces.com/Exp029

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

benzyl isocyanide

24746694

Reaction ID UCEXP030

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	aldehyd; amine and acid in methanol was stirred for 10min then isocyanide added to the reaction mixture and stirred for 24.5h
Reference	http://usefulchem.wikispaces.com/Exp030

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

2-morpholinoethyl isocyanide

24746790

Reaction ID UCEXP040

piperonal

Researcher	Alicia Holsey
Reaction Type	imine synthesis
Solvent	CDCl3
Limiting Reactant	1 M
Precipitate	No
Comments	reaction run in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp040

+

→

5-methylfurfurylamine

piperonal

Reaction ID UCEXP041

piperonal

Researcher	Alicia Holsey
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	1 M
Precipitate	No
Comments	reaction run in an NMR tube
Reference	http://usefulchem.wikispaces.com/Exp041

+

→

5-methylfurfurylamine

piperonal

Reaction ID UCEXP043

piperonal

Researcher	Alicia Holsey
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	1 M
Precipitate	No
Comments	Imine kinetics with NMR
Reference	http://usefulchem.wikispaces.com/Exp043

+

→

5-methylfurfurylamine

piperonal

Reaction ID UCEXP048

piperonal

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp048

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

2-morpholinoethyl isocyanide

24746790

Reaction ID UCEXP051

piperonal

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp051

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCEXP052E

piperonal

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Yield	32 %
Comments	1M solutions of the starting materials was made
Reference	http://usefulchem.wikispaces.com/Exp052

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp058

piperonal

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp058

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp059

piperonal

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	Yes
Yield	- %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp059

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp062

piperonal

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.46 M
Precipitate	Yes
Yield	41.3 %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp062

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp066

piperonal

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.125 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp066

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp069

piperonal

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.08 M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp069

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp076

piperonal

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	- M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp076

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp077

piperonal

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CDCl3
Limiting Reactant	- M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp077

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp080

piperonal

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.0625 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp080

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp084

piperonal

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.625 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp084

+

+

+

→

boc-gly-OH

aniline

piperonal

t-butyl isocyanide

24746803

Reaction ID UCEXP216-3

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP223

piperonal

Researcher	David Bulger/ Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp223

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP225-1

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.631 M
Precipitate	Yes
Yield	- %
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

t-butyl isocyanide

24528157

Reaction ID UCEXP225-2

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.905 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

n-butyl isocyanide

24528158

Reaction ID UCEXP225-3

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.888 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

1-pentyl isocyanide

24528159

Reaction ID UCEXP225-4

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.889 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

cyclohexylisocyanide

24528160

Reaction ID UCEXP225-5

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.891 M
Precipitate	Yes
Product	Pending
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

benzyl isocyanide

24528161

Reaction ID UCEXP225-6

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.438 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

tosylmethyl isocyanide

24528162

Reaction ID UCEXP225-7

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.879 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

2-morpholinoethyl isocyanide

24528163

Reaction ID UCEXP225-8

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.868 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

2-chloro-6-methylphenyl isocyanide

24528164

Reaction ID UCEXP227-1

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.261 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

t-butyl isocyanide

24528173

Reaction ID UCEXP227-2

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.453 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

n-butyl isocyanide

24528174

Reaction ID UCEXP227-3

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.444 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

1-pentyl isocyanide

24528175

Reaction ID UCEXP227-4

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.445 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

cyclohexylisocyanide

24528176

Reaction ID UCEXP227-5

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.446 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

benzyl isocyanide

24528177

Reaction ID UCEXP227-6

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.251 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

tosylmethyl isocyanide

24528178

Reaction ID UCEXP227-7

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.439 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

2-morpholinoethyl isocyanide

24528179

Reaction ID UCEXP227-8

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.434 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

2-chloro-6-methylphenyl isocyanide

24528180

Reaction ID UCExp245-01

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528391

Reaction ID UCExp245-02

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.718 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528391

Reaction ID UCExp245-03

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528392

Reaction ID UCExp245-04

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528392

Reaction ID UCExp245-05

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.507 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528393

Reaction ID UCExp245-06

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.714 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528393

Reaction ID UCExp245-07

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

cyclohexylisocyanide

24528394

Reaction ID UCExp245-08

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.708 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

cyclohexylisocyanide

24528394

Reaction ID UCExp245-09

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.492 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528395

Reaction ID UCExp245-10

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.683 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528395

Reaction ID UCExp245-11

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528396

Reaction ID UCExp245-12

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528396

Reaction ID UCExp245-13

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.499 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528397

Reaction ID UCExp245-14

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.696 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528397

Reaction ID UCExp245-15

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.486 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528398

Reaction ID UCExp245-16

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.673 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528398

Reaction ID UCExp245-17

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.502 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

n-butyl isocyanide

24528399

Reaction ID UCExp245-18

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.12 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

n-butyl isocyanide

24528399

Reaction ID UCExp245-19

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.496 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528400

Reaction ID UCExp245-20

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528400

Reaction ID UCExp245-21

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

t-butyl isocyanide

24528401

Reaction ID UCExp245-22

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

t-butyl isocyanide

24528401

Reaction ID UCExp245-23

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.497 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

cyclohexylisocyanide

24528402

Reaction ID UCExp245-24

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.096 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

cyclohexylisocyanide

24528402

Reaction ID UCExp245-25

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528403

Reaction ID UCExp245-26

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.038 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528403

Reaction ID UCExp245-27

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.494 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528404

Reaction ID UCExp245-28

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.082 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528404

Reaction ID UCExp245-29

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.503 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528405

Reaction ID UCExp245-30

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.013 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528405

Reaction ID UCExp245-31

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528406

Reaction ID UCExp245-32

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.002 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

cyclohexylisocyanide

24528406

Reaction ID UCExp245-33

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.507 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528407

Reaction ID UCExp245-34

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.714 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528407

Reaction ID UCExp245-35

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.492 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528408

Reaction ID UCExp245-36

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.683 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

1,1,3,3-tetramethylbutyl isocyanide

24528408

Reaction ID UCExp245-37

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.509 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528409

Reaction ID UCExp245-38

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.718 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

n-butyl isocyanide

24528409

Reaction ID UCExp245-39

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528410

Reaction ID UCExp245-40

piperonal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

n-butyl isocyanide

24528410

propionaldehyde

Reaction ID UCExp117

propionaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp117

+

+

+

→

acetic acid

methylamine

propionaldehyde

t-butyl isocyanide

24746821

resveratrol triacetate

Reaction ID DSp42

resveratrol triacetate

Researcher	Dustin Sprouse
Reaction Type	hydrolysis
Solvent	THF/water
Limiting Reactant	0.01 M
Precipitate	No
Comments	NaOH 2h rt then HCl then ethyl acetate extraction
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

NaOH

resveratrol triacetate

resveratrol

Reaction ID DSp43

resveratrol triacetate

Researcher	Dustin Sprouse
Reaction Type	hydrolysis
Solvent	THF/water
Limiting Reactant	0.03 M
Precipitate	No
Yield	- %
Comments	NaOH (large xs) 2h rt then HCl then ethyl acetate extraction - starting material and product impure
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

NaOH

resveratrol triacetate

resveratrol

salicylaldehyde

Reaction ID UCExp116B

salicylaldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

benzylamine

salicylaldehyde

tosylmethyl isocyanide

24746819

Reaction ID UCExp269-1

salicylaldehyde

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	2 M
Precipitate	Yes
Yield	67 %
Comments	Stirred RT 86 Minutes; filtered
Reference	http://usefulchem.wikispaces.com/Exp269

+

→

aniline

salicylaldehyde

salicylideneaniline

salicylic acid

Reaction ID UCEXP158B-V1B16

salicylic acid

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.658 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp158

+

+

+

→

salicylic acid

5-methylfurfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106076

sodium bicarbonate

Reaction ID SLEXP298-2

sodium bicarbonate

Researcher	Michael Wolfle
Reaction Type	amidation
Solvent	dichloromethane
Limiting Reactant	0.625 M
Precipitate	No
Yield	91 %
Comments	-
Reference	http://www.thesynapticleap.org/node/298

+

+

→

2-phenylethylamine

chloroacetyl chloride

sodium bicarbonate

2-chloro-N-(2-phenylethyl)acetamide

sodium hydride

Reaction ID UCEXP243

sodium hydride

Researcher	Khalid Mirza/ Marshal Moritz
Reaction Type	NaH Oxidation
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp243

+

→

1-phenylethanol

sodium hydride

acetophenone

soidum borohydride

Reaction ID UCExp132A

soidum borohydride

Researcher	Khalid Mirza
Reaction Type	Reductive amination
Solvent	acetic acid
Limiting Reactant	1 M
Precipitate	No
Comments	reduction of the imine by insitu generated sodium acetoxyborohydride
Reference	http://usefulchem.wikispaces.com/Exp132

+

+

+

→

5-methylfurfurylamine

acetic acid

benzaldehyde

soidum borohydride

N-Benzyl-1-(5-methyl-2-furyl)methanamine

Reaction ID UCExp133A

soidum borohydride

Researcher	Khalid Mirza
Reaction Type	Reductive amination
Solvent	acetic acid
Limiting Reactant	1 M
Precipitate	No
Comments	reduction of the imine by insitu generated sodium acetoxyborohydride
Reference	http://usefulchem.wikispaces.com/Exp133

+

+

+

→

acetic acid

benzaldehyde

furfurylamine

soidum borohydride

N-Benzyl-1-(2-furyl)methanamine

sulfuric acid

Reaction ID UCEXP001

sulfuric acid

Researcher	JC-Bradley
Reaction Type	dehydration
Solvent	methanol
Limiting Reactant	0.0075 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-001.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP002

sulfuric acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.005 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-002.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP004

sulfuric acid

Researcher	Bret Rosen
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.013 M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-004.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP005

sulfuric acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	acetic acid / benzene (1:1)
Limiting Reactant	0.01 M
Precipitate	No
Comments	6M sulfuric acid (1.5mL)
Reference	http://usefulchem-experiments1.blogspot.com/2006/03/exp-005.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP007

sulfuric acid

Researcher	Alicia Holsey
Reaction Type	dehydration
Solvent	acetic acid
Limiting Reactant	0.01 M
Precipitate	No
Comments	6M sulfuric acid (2M) 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/04/exp-007.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP008

sulfuric acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	benzene
Limiting Reactant	0.01 M
Precipitate	No
Comments	6M sulfuric acid (15mL) 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/04/exp-008.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP009

sulfuric acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	benzene
Limiting Reactant	0.02 M
Precipitate	No
Comments	sulfuric acid (conc) 15mL & water (2mL); 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-009.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP010

sulfuric acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	sulfuric acid
Limiting Reactant	0.04 M
Precipitate	No
Comments	sulfuric acid (conc) 40mL; 14h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-010.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP011

sulfuric acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	benzene
Limiting Reactant	0.02 M
Precipitate	No
Comments	sulfuric acid (conc) 40mL; 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-011.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCEXP012

sulfuric acid

Researcher	James Giammarco
Reaction Type	dehydration
Solvent	sulfuric acid
Limiting Reactant	0.015 M
Precipitate	No
Comments	sulfuric acid (conc) 80mL; 24h reflux
Reference	http://usefulchem-experiments1.blogspot.com/2006/05/exp-012.html

+

→

adrenaline

sulfuric acid

3,4-dihydroxyphenyl acetic acid

Reaction ID UCExp071

sulfuric acid

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	toluene
Limiting Reactant	2 M
Precipitate	No
Comments	cyclohexenyl formamide synthesis
Reference	http://usefulchem.wikispaces.com/Exp071

+

→

cyclohexanone

formamide

cyclohexenyl formamide

Reaction ID UCExp074

sulfuric acid

Researcher	Khalid Mirza
Reaction Type	dehydration
Solvent	toluene
Limiting Reactant	2 M
Precipitate	No
Comments	cyclohexenyl formamide synthesis
Reference	http://usefulchem.wikispaces.com/Exp074

+

→

cyclohexanone

formamide

cyclohexenyl formamide

Reaction ID UCExp102

sulfuric acid

Researcher	Khalid Mirza
Reaction Type	Friedel-Crafts Alkylation
Solvent	t-butanol
Limiting Reactant	0.18 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp102

+

+

→

N-(furan-2-ylmethyl)acetamide

sulfuric acid

t-butanol

Reaction ID UCExp105

sulfuric acid

Researcher	Khalid Mirza
Reaction Type	Friedel-Crafts Alkylation
Solvent	t-butanol/acetic acid
Limiting Reactant	0.18 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp105

+

+

→

acetyl chloride

sulfuric acid

t-butanol

t-butanol

Reaction ID UCExp102

t-butanol

Researcher	Khalid Mirza
Reaction Type	Friedel-Crafts Alkylation
Solvent	t-butanol
Limiting Reactant	0.18 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp102

+

+

→

N-(furan-2-ylmethyl)acetamide

sulfuric acid

t-butanol

Reaction ID UCExp105

t-butanol

Researcher	Khalid Mirza
Reaction Type	Friedel-Crafts Alkylation
Solvent	t-butanol/acetic acid
Limiting Reactant	0.18 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp105

+

+

→

acetyl chloride

sulfuric acid

t-butanol

Reaction ID UCExp107

t-butanol

Researcher	Khalid Mirza
Reaction Type	Friedel-Crafts Alkylation
Solvent	-
Limiting Reactant	- M
Precipitate	No
Comments	alkylation performed using amberlyst resin
Reference	http://usefulchem.wikispaces.com/Exp107

+

→

furfurylamine

t-butanol

t-butyl isocyanide

Reaction ID UCEXP052E

t-butyl isocyanide

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Yield	32 %
Comments	1M solutions of the starting materials was made
Reference	http://usefulchem.wikispaces.com/Exp052

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp058

t-butyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp058

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp059

t-butyl isocyanide

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	Yes
Yield	- %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp059

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp061

t-butyl isocyanide

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp061

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp062

t-butyl isocyanide

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.46 M
Precipitate	Yes
Yield	41.3 %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp062

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp063

t-butyl isocyanide

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp063

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp066

t-butyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.125 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp066

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp080

t-butyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.0625 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp080

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp083

t-butyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.125 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp083

+

+

+

→

boc-gly-OH

t-butylamine

crotonaldehyde

t-butyl isocyanide

24746804

Reaction ID UCExp084

t-butyl isocyanide

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.625 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp084

+

+

+

→

boc-gly-OH

aniline

piperonal

t-butyl isocyanide

24746803

Reaction ID UCEXP086B

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.402 M
Precipitate	Yes
Yield	38 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp086

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCExp089

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	solvent evaporated
Reference	http://usefulchem.wikispaces.com/Exp089

+

+

+

→

boc-gly-OH

t-butylamine

benzaldehyde

t-butyl isocyanide

16508679

Reaction ID UCExp093

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.125 M
Precipitate	No
Comments	benzophenone does not form an imine with aniline at room temp under normal reaction conditions
Reference	http://usefulchem.wikispaces.com/Exp093

+

+

→

boc-gly-OH

aniline

t-butyl isocyanide

24746809

Reaction ID UCExp094

t-butyl isocyanide

Researcher	Sean Gardner
Reaction Type	Ugi
Solvent	chlorform/methanol
Limiting Reactant	0.4 M
Precipitate	Yes
Product	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp094

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24746796

Reaction ID UCExp095

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp095

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCExp096

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	40 %
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp096

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP099C

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.405 M
Precipitate	Yes
Yield	47.2 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp099

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCExp100

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Imine reversal hampered the Ugi reaction-t-butyl group from amine likely causes the imine reversal- see imine synthesis tag- James Giammarco's work
Reference	http://usefulchem.wikispaces.com/Exp100

+

+

+

→

boc-gly-OH

t-butylamine

benzaldehyde

t-butyl isocyanide

16508679

Reaction ID UCEXP104C

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Yes
Yield	12 %
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp104

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCExp113

t-butyl isocyanide

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	31.2 %
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp113

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCExp117

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp117

+

+

+

→

acetic acid

methylamine

propionaldehyde

t-butyl isocyanide

24746821

Reaction ID UCExp137G

t-butyl isocyanide

Researcher	Khalid Mirza/ Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp137

+

+

+

→

4-chlorophenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24746980

Reaction ID UCExp138A

t-butyl isocyanide

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

phenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105590

Reaction ID UCExp139B

t-butyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

hippuric acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747177

Reaction ID UCExp139E

t-butyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

phenylacetic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747178

Reaction ID UCExp139F

t-butyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

2-chlorobenzoic acid

1-propylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747174

Reaction ID UCExp139I

t-butyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747179

Reaction ID UCExp139J

t-butyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

phenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747180

Reaction ID UCExp141B

t-butyl isocyanide

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp141

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747186

Reaction ID UCExp142B

t-butyl isocyanide

Researcher	Rikesh/ Mitesh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp142

+

+

+

→

hippuric acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747186

Reaction ID UCExp143A

t-butyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

crotonic acid

phenanthrene-9-carboxaldehyde

n-butyl isocyanide

t-butyl isocyanide

21106058

Reaction ID UCExp143C

t-butyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP147-3

t-butyl isocyanide

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp+147

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP148A-V1B153

t-butyl isocyanide

→

Reaction ID UCExp149

t-butyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp149

+

+

+

→

benzoic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747195

Reaction ID UCEXP150D-V1B155

t-butyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.404 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	59 %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp150

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp153

t-butyl isocyanide

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp153

+

+

+

→

1-pyrenebutyric acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747196

Reaction ID UCExp154A

t-butyl isocyanide

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCExp154B

t-butyl isocyanide

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp154

+

+

+

→

3,4-dihydroxyphenyl acetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24747197

Reaction ID UCEXP155B-V1B159

t-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.674 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp155

+

+

+

→

3-(4-methoxyphenyl)propionic acid

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

21106074

Reaction ID UCEXP156B-V1B155

t-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.678 M
Precipitate	Yes but reactants initially insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp156

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106075

Reaction ID UCEXP157

t-butyl isocyanide

→

Reaction ID UCEXP161

t-butyl isocyanide

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp161

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCEXP162

t-butyl isocyanide

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.285 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp162

+

+

+

→

phenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105590

Reaction ID UCEXP163A-V1B14

t-butyl isocyanide

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.387 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp163

+

+

+

→

dl-mandelic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105596

Reaction ID UCExp169

t-butyl isocyanide

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp169

+

+

+

→

3,4-methylenedioxyphenylacetic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105599

Reaction ID UCEXP171B/V2B2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

o-vanillin

t-butyl isocyanide

21106056

Reaction ID UCEXP171D/V2B4

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

benzylamine

o-vanillin

t-butyl isocyanide

21105846

Reaction ID UCEXP171FV2B6

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes but reactants initially insoluble
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP171KV2B11

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP171LV2B-12

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

1-pyrenebutyric acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106039

Reaction ID UCEXP173B/V2B14

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes but reactants initially insoluble
Yield	- %
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP173C/V2B15

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21106044

Reaction ID UCEXP173E/V2B17

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

boc-trp-OH

methylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

21106045

Reaction ID UCEXP173F/V2B18

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

2,3-dihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106041

Reaction ID UCEXP173J/V2B22

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

21106038

Reaction ID UCEXP173P/V2B28

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

1-pyrenebutyric acid

methylamine

3-methoxybenzaldehyde

t-butyl isocyanide

21106050

Reaction ID UCEXP174O/V2B47

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

D-(−)-Quinic acid

5-methylfurfurylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

21106186

Reaction ID UCEXP179

t-butyl isocyanide

Researcher	Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp179

+

+

+

→

4-chlorophenylacetic acid

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105833

Reaction ID UCEXP181-065V2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528104

Reaction ID UCEXP181-073V2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

boc-trp-OH

methylamine

benzaldehyde

t-butyl isocyanide

24528109

Reaction ID UCEXP181-074V2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

aniline

3,4-dihydroxybenzaldehyde

t-butyl isocyanide

24528110

Reaction ID UCEXP181-078V2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

1-hexylamine

2-hydroxybenzaldehyde

t-butyl isocyanide

24528114

Reaction ID UCEXP181-079V2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528115

Reaction ID UCEXP181-081V2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

2-chloroaniline

2-naphthaldehyde

t-butyl isocyanide

24528117

Reaction ID UCEXP181-087V2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

1-pyrenebutyric acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

21106206

Reaction ID UCEXP181-111V2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528534

Reaction ID UCEXP181-115V2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

3-chloroaniline

2-naphthaldehyde

t-butyl isocyanide

24528144

Reaction ID UCEXP183-049V1

t-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Reactants Insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp183

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528153

Reaction ID UCEXP184-1/49

t-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP184-2/49

t-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP184-3/49

t-butyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	dichloromethane
Limiting Reactant	0.398 M
Precipitate	Reactants insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp184

+

+

+

→

dl-mandelic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528154

Reaction ID UCEXP185-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.409 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp185

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP185-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.409 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp185

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP187-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.057 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP187-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.06 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP187-3

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.064 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21143155

Reaction ID UCEXP188-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

5-methylfurfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111670

Reaction ID UCEXP188-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP188-3

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21143155

Reaction ID UCEXP201-01

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.039 M
Precipitate	Yes
Yield	50.73 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-02

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.019 M
Precipitate	Yes
Yield	59.07 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-03

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.018 M
Precipitate	Yes
Yield	61.55 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-04

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.007 M
Precipitate	Yes
Yield	60.31 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-05

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.015 M
Precipitate	Yes
Yield	60.2 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-06

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.998 M
Precipitate	Yes
Yield	69.22 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-07

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	52.42 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-08

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	44.64 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-09

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	50.28 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-10

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.79 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-11

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	53.43 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-12

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.67 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-13

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.34 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-14

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.35 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-15

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	10.37 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-16

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	16.35 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-17

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	8.68 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-18

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	5.64 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-19

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	51.52 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-20

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	46.78 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-21

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	51.29 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-22

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	54.11 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-23

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	55.91 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-24

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	58.28 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-25

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.24 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-26

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	2.25 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-27

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	7.78 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-28

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.13 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-29

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.79 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-30

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	ethanol
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-31

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	39.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-32

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	40.58 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-33

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	43.85 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-34

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	35.4 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-35

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	41.37 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-36

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	39.23 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-37

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.68 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-38

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.8 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-39

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.002 M
Precipitate	Yes
Yield	1.01 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-40

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.9 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-41

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	1.01 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-42

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	0.074 M
Precipitate	Yes
Yield	0.45 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-43

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.289 M
Precipitate	Yes
Yield	6.54 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-44

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	7.89 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-45

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	10.03 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-46

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	9.92 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-47

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.287 M
Precipitate	Yes
Yield	7.44 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP201-48

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.286 M
Precipitate	Yes
Yield	12.06 %
Comments	Automated liquid handling
Reference	http://usefulchem.wikispaces.com/Exp201

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP214C

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.404 M
Precipitate	Yes but the aldehyde alone is not soluble in methanol
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp214

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP215A

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.661 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP215B

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.678 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP215C

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.662 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP215D

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.66 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP215E

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.715 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp215

+

+

+

→

4-chlorophenylacetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528155

Reaction ID UCEXP216-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

10481766

Reaction ID UCEXP216-11

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21432163

Reaction ID UCEXP216-13

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

methacrylic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21111671

Reaction ID UCEXP216-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP216-3

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP216-4

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

t-butyl isocyanide

21486195

Reaction ID UCEXP216-5

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP216-7

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP216-8

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

3-phenylbutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21432164

Reaction ID UCEXP216-9

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP217-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.383 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP217-3

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.383 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP217-4

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.383 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp217

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP219-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol/THF
Limiting Reactant	1 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp219

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP219-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol/THF
Limiting Reactant	0.5 M
Precipitate	Yes
Product	Not determined
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp219

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP219-3

t-butyl isocyanide

Researcher	-
Reaction Type	-
Solvent	Khalid Mirza
Limiting Reactant	methanol/THF M
Precipitate	Yes
Product	but took over a day to dissolve all reactant
Comments	0.5
Reference	http://usefulchem.wikispaces.com/Exp219

→

Reaction ID UCEXP221-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCEXP221-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP221-3

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp221

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106196

Reaction ID UCEXP222-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.898 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-3

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	DMSO
Limiting Reactant	0.473 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-4

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.473 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP222-5

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

1-pyrenebutyric acid

methylamine

4-(dimethylamino)benzaldehyde

t-butyl isocyanide

21105842

Reaction ID UCEXP222-6

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.898 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp222

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP223

t-butyl isocyanide

Researcher	David Bulger/ Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp223

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCEXP224-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

t-butyl isocyanide

24747206

Reaction ID UCEXP225-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.631 M
Precipitate	Yes
Yield	- %
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

t-butyl isocyanide

24528157

Reaction ID UCEXP226-1

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.523 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

t-butyl isocyanide

24528165

Reaction ID UCEXP227-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.261 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

t-butyl isocyanide

24528173

Reaction ID UCEXP228-7

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.67 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

1-pyrenebutyric acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

21105844

Reaction ID UCEXP229-1

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.667 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp229

+

+

+

→

boc-trp-OH

octadecylamine

4-methylbenzaldehyde

t-butyl isocyanide

24534189

Reaction ID UCEXP231-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	aldehyde insoluble at this concentration
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP231-3

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.75 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

1-pyrenebutyric acid

methylamine

2-naphthaldehyde

t-butyl isocyanide

21105841

Reaction ID UCEXP232-01

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.098 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

benzaldehyde

t-butyl isocyanide

21106059

Reaction ID UCEXP232-06

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528193

Reaction ID UCEXP232-11

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.029 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528198

Reaction ID UCEXP232-16

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.366 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

crotonaldehyde

t-butyl isocyanide

24528202

Reaction ID UCEXP232-21

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.008 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

diphenylacetaldehyde

t-butyl isocyanide

24528207

Reaction ID UCEXP232-26

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.092 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

cyclohexancarboxaldehyde

t-butyl isocyanide

24528212

Reaction ID UCEXP232-31

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.11 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-furaldehyde

t-butyl isocyanide

24528217

Reaction ID UCEXP232-36

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.081 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-hydroxybenzaldehyde

t-butyl isocyanide

24528222

Reaction ID UCEXP232-41

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.083 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-methylbenzaldehyde

t-butyl isocyanide

24528227

Reaction ID UCEXP232-46

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.066 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

4-methoxybenzaldehyde

t-butyl isocyanide

24528232

Reaction ID UCEXP232-51

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

hexanaldehyde

t-butyl isocyanide

24528237

Reaction ID UCEXP232-56

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

t-butyl isocyanide

24528242

Reaction ID UCEXP232-61

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.069 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-phenylpropionaldehyde

t-butyl isocyanide

24534409

Reaction ID UCEXP232-66

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.067 M
Precipitate	Yes
Product	Pending
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

m-anisaldehyde

t-butyl isocyanide

24528251

Reaction ID UCEXP232-71

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.106 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

2-ethylbutyraldehyde

t-butyl isocyanide

24528256

Reaction ID UCEXP233-1

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.921 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24534439

Reaction ID UCEXP233-11

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.021 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528262

Reaction ID UCEXP233-3

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528265

Reaction ID UCEXP233-5

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.919 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

boc-pro-OH

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528262

Reaction ID UCEXP233-7

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.02 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

1-aminocyclohexane-1-carboxylic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24534439

Reaction ID UCEXP233-9

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.021 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp233

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528265

Reaction ID UCEXP234-1

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528266

Reaction ID UCEXP234-11

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.893 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-threonine

glycine methyl ester hydrochloride

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528268

Reaction ID UCEXP234-3

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.004 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

phenylpropynoic acid

benzylamine

3,5-bis(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528266

Reaction ID UCEXP234-5

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

Fmoc-Diglycine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528270

Reaction ID UCEXP234-7

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-diglycine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528272

Reaction ID UCEXP234-9

t-butyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.918 M
Precipitate	Reactants insoluble
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp234

+

+

+

→

boc-serine

benzylamine

3,5-dimethoxybenzaldehyde

t-butyl isocyanide

24528274

Reaction ID UCExp235-1

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Product	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp235

+

+

+

→

boc-gly-OH

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528198

Reaction ID UCExp236-04

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.844 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528278

Reaction ID UCExp236-05

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528279

Reaction ID UCExp236-07

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528280

Reaction ID UCExp236-08

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

3-chloroaniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528281

Reaction ID UCExp236-09

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

2-chloroaniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528282

Reaction ID UCExp236-11

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

benzylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528284

Reaction ID UCExp236-12

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.636 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

aniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528285

Reaction ID UCExp236-14

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.856 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528287

Reaction ID UCExp236-15

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528288

Reaction ID UCExp236-16

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.872 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528289

Reaction ID UCExp236-18

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.858 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528291

Reaction ID UCExp236-21

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

aniline

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528294

Reaction ID UCExp236-22

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528295

Reaction ID UCExp236-25

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.615 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528298

Reaction ID UCExp236-26

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.612 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

benzylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528299

Reaction ID UCExp236-27

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.617 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528300

Reaction ID UCExp236-28

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

1-hexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528301

Reaction ID UCExp236-29

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

cyclohexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528302

Reaction ID UCExp238-13

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.921 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

2-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528315

Reaction ID UCExp238-14

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.919 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528316

Reaction ID UCExp238-15

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.974 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528317

Reaction ID UCExp238-16

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.906 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCExp238-17

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.945 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528318

Reaction ID UCExp238-18

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.888 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528319

Reaction ID UCExp238-19

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.658 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528320

Reaction ID UCExp238-20

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.775 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

Reaction ID UCExp238-21

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.831 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-hexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528321

Reaction ID UCExp238-22

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.867 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

methylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528322

Reaction ID UCExp238-23

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	2.009 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

1-propylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528323

Reaction ID UCExp238-24

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.921 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

t-butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528324

Reaction ID UCExp238-37

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.718 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

2-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528337

Reaction ID UCExp238-38

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.716 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

3-chloroaniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528338

Reaction ID UCExp238-39

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.76 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

aniline

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528339

Reaction ID UCExp238-40

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.706 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528340

Reaction ID UCExp238-41

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.737 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528341

Reaction ID UCExp238-42

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.399 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

cyclohexylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528342

Reaction ID UCExp238-43

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.505 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528343

Reaction ID UCExp238-44

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.6 M
Precipitate	Yes
Product	Awaiting Characterization
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528344

Reaction ID UCExp240-02

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.587 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21791788

Reaction ID UCExp240-08

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.813 M
Precipitate	Yes but 48h
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp240

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528348

Reaction ID UCExp241-06

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.523 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

t-butyl isocyanide

24528356

Reaction ID UCExp241-07

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.523 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

t-butyl isocyanide

24528356

Reaction ID UCExp241-17

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.577 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528360

Reaction ID UCExp241-18

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.571 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528361

Reaction ID UCExp241-21

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.576 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

4-methylbenzaldehyde

t-butyl isocyanide

24528362

Reaction ID UCExp241-22

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.578 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

2-methylbenzaldehyde

t-butyl isocyanide

24528363

Reaction ID UCExp241-30

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.717 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528367

Reaction ID UCExp241-33

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.747 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528370

Reaction ID UCExp241-35

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.737 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

t-butylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528371

Reaction ID UCExp241-37

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.733 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

cyclohexylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528373

Reaction ID UCExp241-39

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.721 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528374

Reaction ID UCExp241-40

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.749 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-propylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528375

Reaction ID UCExp241-43

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.71 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528376

Reaction ID UCExp241-45

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.748 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

t-butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528378

Reaction ID UCExp241-46

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.736 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528379

Reaction ID UCExp241-47

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.715 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

1-heptylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528380

Reaction ID UCExp241-48

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.734 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

benzylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528381

Reaction ID UCExp242-2

t-butyl isocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.436 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528383

Reaction ID UCExp242-7

t-butyl isocyanide

Researcher	Marshall Moritz
Reaction Type	Ugi
Solvent	benzene
Limiting Reactant	0.428 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp242

+

+

+

→

phenylacetic acid

5-methylfurfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528388

Reaction ID UCExp245-05

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.507 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528393

Reaction ID UCExp245-06

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.714 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528393

Reaction ID UCExp245-11

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.504 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528396

Reaction ID UCExp245-12

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.706 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528396

Reaction ID UCExp245-21

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

t-butyl isocyanide

24528401

Reaction ID UCExp245-22

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

furfurylamine

piperonal

t-butyl isocyanide

24528401

Reaction ID UCExp245-27

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.494 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528404

Reaction ID UCExp245-28

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.082 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

cbz-proline

5-methylfurfurylamine

piperonal

t-butyl isocyanide

24528404

Reaction ID UCExp245-33

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.507 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528407

Reaction ID UCExp245-34

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.714 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp245

+

+

+

→

3,4-methylenedioxyphenylacetic acid

furfurylamine

piperonal

t-butyl isocyanide

24528407

Reaction ID UCEXP247-11

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

phenylacetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21791788

Reaction ID UCEXP247-4

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.82 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528340

Reaction ID UCEXP247-7

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.83 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp247

+

+

+

→

boc-gly-OH

furfurylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528343

Reaction ID UCEXP251-2

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	64.3 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

crotonic acid

benzylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21105601

Reaction ID UCEXP251-3

t-butyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	Yes
Yield	70.4 %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp251

+

+

+

→

crotonic acid

1-heptylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

21106058

t-butylamine

Reaction ID UCEXP027A

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp027

+

+

+

→

boc-gly-OH

t-butylamine

formaldehyde

2-morpholinoethyl isocyanide

24746793

Reaction ID UCEXP028

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	1M aq.LiCl
Limiting Reactant	0.04 M
Precipitate	No
Comments	aqueous reaction mixture was stirred for 4h
Reference	http://usefulchem.wikispaces.com/Exp028

+

+

+

→

boc-gly-OH

t-butylamine

formaldehyde

2-morpholinoethyl isocyanide

24746793

Reaction ID UCEXP030

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	aldehyd; amine and acid in methanol was stirred for 10min then isocyanide added to the reaction mixture and stirred for 24.5h
Reference	http://usefulchem.wikispaces.com/Exp030

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

2-morpholinoethyl isocyanide

24746790

Reaction ID UCEXP032

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.33 M
Precipitate	No
Comments	a preformed aldimine of t-butylamine and phenylacetaldehyde was stirred with the acid and isonitrile for 24h
Reference	http://usefulchem.wikispaces.com/Exp032

+

+

+

→

boc-Met-OH

t-butylamine

phenylacetaldehyde

2-morpholinoethyl isocyanide

24746792

Reaction ID UCEXP036

t-butylamine

Researcher	Khalid Mirza
Reaction Type	imine synthesis
Solvent	neat
Limiting Reactant	4.4 M
Precipitate	No
Comments	aldehyde and amine reacted without any solvent
Reference	http://usefulchem.wikispaces.com/Exp036

+

→

phenylacetaldehyde

t-butylamine

Reaction ID UCEXP042

t-butylamine

Researcher	Khalid Mirza
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.35 M
Precipitate	No
Comments	Imine kinetics with NMR
Reference	http://usefulchem.wikispaces.com/Exp042

+

→

phenylacetaldehyde

t-butylamine

Reaction ID UCEXP044

t-butylamine

Researcher	Khalid Mirza/ Linn Chen
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.44 M
Precipitate	No
Comments	Imine kinetics with NMR
Reference	http://usefulchem.wikispaces.com/Exp044

+

→

phenylacetaldehyde

t-butylamine

Reaction ID UCEXP048

t-butylamine

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp048

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

2-morpholinoethyl isocyanide

24746790

Reaction ID UCEXP051

t-butylamine

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp051

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp058

t-butylamine

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp058

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp059

t-butylamine

Researcher	Alicia Holsey
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	- M
Precipitate	Yes
Yield	- %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp059

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp066

t-butylamine

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.125 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp066

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp069

t-butylamine

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	0.08 M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp069

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp076

t-butylamine

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CD3OD
Limiting Reactant	- M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp076

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp077

t-butylamine

Researcher	James Giammarco
Reaction Type	imine synthesis
Solvent	CDCl3
Limiting Reactant	- M
Precipitate	No
Comments	imine hydrolysis
Reference	http://usefulchem.wikispaces.com/Exp077

+

+

→

boc-gly-OH

piperonal

t-butylamine

Reaction ID UCExp080

t-butylamine

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.0625 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp080

+

+

+

→

boc-gly-OH

t-butylamine

piperonal

t-butyl isocyanide

10481872

Reaction ID UCExp083

t-butylamine

Researcher	James Giammarco
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	0.125 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp083

+

+

+

→

boc-gly-OH

t-butylamine

crotonaldehyde

t-butyl isocyanide

24746804

Reaction ID UCExp089

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	solvent evaporated
Reference	http://usefulchem.wikispaces.com/Exp089

+

+

+

→

boc-gly-OH

t-butylamine

benzaldehyde

t-butyl isocyanide

16508679

Reaction ID UCExp100

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Imine reversal hampered the Ugi reaction-t-butyl group from amine likely causes the imine reversal- see imine synthesis tag- James Giammarco's work
Reference	http://usefulchem.wikispaces.com/Exp100

+

+

+

→

boc-gly-OH

t-butylamine

benzaldehyde

t-butyl isocyanide

16508679

Reaction ID UCExp143E

t-butylamine

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

glycolic acid

t-butylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24747188

Reaction ID UCExp146A

t-butylamine

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp146

+

+

+

→

phenylacetic acid

t-butylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747193

Reaction ID UCEXP181-105V2

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-chlorophenylacetic acid

t-butylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528135

Reaction ID UCEXP187-3

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.064 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp187

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21143155

Reaction ID UCEXP188-3

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp188

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

21143155

Reaction ID UCExp236-01

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528275

Reaction ID UCExp236-05

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.65 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

formic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

t-butyl isocyanide

24528279

Reaction ID UCExp236-20

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.631 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

methacrylic acid

t-butylamine

4-(trifluoromethyl)benzaldehyde

n-butyl isocyanide

24528293

Reaction ID UCExp236-22

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528295

Reaction ID UCExp236-27

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.617 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp236

+

+

+

→

3,3'-dichloropivalic acid

t-butylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528300

Reaction ID UCExp238-12

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.881 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

t-butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528314

Reaction ID UCExp238-24

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.921 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

crotonic acid

t-butylamine

phenanthrene-9-carboxaldehyde

t-butyl isocyanide

24528324

Reaction ID UCExp238-36

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1.686 M
Precipitate	Yes but solvent evaporated
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp238

+

+

+

→

boc-gly-OH

t-butylamine

phenanthrene-9-carboxaldehyde

cyclohexylisocyanide

24528336

Reaction ID UCExp241-35

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.737 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

t-butylamine

2,4-dimethylbenzaldehyde

t-butyl isocyanide

24528371

Reaction ID UCExp241-45

t-butylamine

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.748 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

t-butylamine

5-bromo-2-thiophenecarboxaldehyde

t-butyl isocyanide

24528378

thionyl chloride

Reaction ID DSp36-2

thionyl chloride

Researcher	Dustin Sprouse
Reaction Type	acid chloride formation
Solvent	benzene
Limiting Reactant	1 M
Precipitate	No
Comments	drop of DMF; 80C 2h then evaporation
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoic acid

thionyl chloride

3,5-diacetoxybenzoyl chloride

Reaction ID DSp37

thionyl chloride

Researcher	Dustin Sprouse
Reaction Type	acid chloride formation
Solvent	benzene
Limiting Reactant	1 M
Precipitate	No
Yield	45 %
Comments	drop of DMF; 80C 2h? then evaporation then silica plug with toluene
Reference	http://precedings.nature.com/documents/4685/version/1

+

→

3,5-diacetoxybenzoic acid

thionyl chloride

3,5-diacetoxybenzoyl chloride

thiophosgene

Reaction ID OEMW43-1

thiophosgene

Researcher	Michael Wolfle
Reaction Type	amidation
Solvent	THF
Limiting Reactant	0.06 M
Precipitate	No
Yield	24 %
Comments	2.4 eq. TEA
Reference	http://www.ourexperiment.org/racemic_pzq/496/

+

→

3,5-bis(trifluoromethyl)aniline

thiophosgene

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Reaction ID OEMW43-2

thiophosgene

Researcher	Michael Wolfle
Reaction Type	amidation
Solvent	THF
Limiting Reactant	0.06 M
Precipitate	No
Yield	74 %
Comments	2.4 eq. TEA
Reference	http://www.ourexperiment.org/racemic_pzq/547/Repetition_of_the_synthesis_of_NNbis35bistrifluoromethylphenylthiourea_MW432.html

+

→

3,5-bis(trifluoromethyl)aniline

thiophosgene

1,3-bis[3,5-bis(trifluoromethyl)phenyl]thiourea

tosylmethyl isocyanide

Reaction ID UCExp116A

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24528186

Reaction ID UCExp116B

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

benzylamine

salicylaldehyde

tosylmethyl isocyanide

24746819

Reaction ID UCExp116C

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

5-methylfurfurylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24747207

Reaction ID UCExp116D

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.7 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp116

+

+

+

→

formic acid

methylamine

2,4-dimethylbenzaldehyde

tosylmethyl isocyanide

24746829

Reaction ID UCExp119B

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp119

+

+

+

→

acetic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24746820

Reaction ID UCExp122

tosylmethyl isocyanide

Researcher	Jessica Colitz
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.05 M
Precipitate	No
Comments	reactants added sequentially- imine not preformed
Reference	http://usefulchem.wikispaces.com/Exp122

+

+

+

→

formic acid

methylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24746814

Reaction ID UCEXP130-3

tosylmethyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.429 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp130

+

+

+

→

formic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

21106060

Reaction ID UCExp138C

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Shannon Oseback
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp138

+

+

+

→

2,3-dihydroxybenzoic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

24746974

Reaction ID UCExp139G

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

hippuric acid

methylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747175

Reaction ID UCExp139H

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

4-chlorophenylacetic acid

benzylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747176

Reaction ID UCExp139K

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Aneh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp139

+

+

+

→

furoic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24747181

Reaction ID UCExp140A

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp140

+

+

+

→

4-nitrobenzoic acid

5-methylfurfurylamine

5-bromo-2-thiophenecarboxaldehyde

tosylmethyl isocyanide

24747182

Reaction ID UCExp143B

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

3-nitrobenzoic acid

methylamine

benzaldehyde

tosylmethyl isocyanide

24747187

Reaction ID UCExp143D

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

4-chlorophenylacetic acid

1-propylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24747189

Reaction ID UCExp143E

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp143

+

+

+

→

glycolic acid

t-butylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24747188

Reaction ID UCExp144A

tosylmethyl isocyanide

Researcher	Khalid Mirza/ Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24747190

Reaction ID UCExp144B

tosylmethyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp144

+

+

+

→

4-chlorobenzoic acid

benzylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24747191

Reaction ID UCExp146A

tosylmethyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp146

+

+

+

→

phenylacetic acid

t-butylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24747193

Reaction ID UCExp146B

tosylmethyl isocyanide

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp146

+

+

+

→

2,3-dihydroxybenzoic acid

furfurylamine

2-furaldehyde

tosylmethyl isocyanide

24747194

Reaction ID UCEXP147-1V2B1

tosylmethyl isocyanide

→

Reaction ID UCEXP151-1V2B10

tosylmethyl isocyanide

Researcher	Mitesh Shah
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp151

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106049

Reaction ID UCEXP158B-V1B16

tosylmethyl isocyanide

Researcher	Emily Messner
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.658 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp158

+

+

+

→

salicylic acid

5-methylfurfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106076

Reaction ID UCExp168

tosylmethyl isocyanide

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.403 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp168

+

+

+

→

formic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105598

Reaction ID UCEXP171A/V2B1

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	Impurities found
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105839

Reaction ID UCEXP171C/V2B3

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

21106040

Reaction ID UCEXP171EV2B5

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-methylenedioxyphenylacetic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106047

Reaction ID UCEXP171GV2B7

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.218 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106054

Reaction ID UCEXP171HV2B8

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

21105832

Reaction ID UCEXP171IV2B9

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

3,4-methylenedioxyphenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106055

Reaction ID UCEXP171JV2B10

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp171

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106049

Reaction ID UCExp172

tosylmethyl isocyanide

Researcher	Tim Bohinsky
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp172

+

+

+

→

formic acid

methylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

21105598

Reaction ID UCEXP173A/V2B13

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

4-chlorophenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106046

Reaction ID UCEXP173H/V2B20

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106053

Reaction ID UCEXP173I/V3B21

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

21106052

Reaction ID UCEXP173L/V2B24

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

21106051

Reaction ID UCEXP173M/V2B25

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106043

Reaction ID UCEXP173N/V2B26

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

decanoic acid

2-chloroaniline

o-vanillin

tosylmethyl isocyanide

21105847

Reaction ID UCEXP173O/V2B27

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	Yes
Product	pending
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

benzaldehyde

tosylmethyl isocyanide

21105843

Reaction ID UCEXP173Q/V2B29

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp173

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

21106042

Reaction ID UCEXP174A/V2B31

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

21106189

Reaction ID UCEXP174B/V2B33

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

21106204

Reaction ID UCEXP174D/V2B35

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

benzoic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106202

Reaction ID UCEXP174F/V2B38

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

veratraldehyde

tosylmethyl isocyanide

21106200

Reaction ID UCEXP174G/V2B39

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

1-propylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

21106199

Reaction ID UCEXP174H/V2B40

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

21106188

Reaction ID UCEXP174I/V2B41

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

methacrylic acid

aniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106198

Reaction ID UCEXP174J/V2B42

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

21106197

Reaction ID UCEXP174L/V2B44

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

21106195

Reaction ID UCEXP174M/V2B45

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2-phenylbutyric acid

3-chloroaniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

21106194

Reaction ID UCEXP174P/V2B49

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

21106192

Reaction ID UCEXP174Q/V2B50

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

butyric acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106191

Reaction ID UCEXP174R/V2B51

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

dl-mandelic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106190

Reaction ID UCEXP174T/V2B53

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

2,5-dimethoxyphenylacetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

21106185

Reaction ID UCEXP174U/V2B54

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

21106187

Reaction ID UCEXP181-057V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

methylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528098

Reaction ID UCEXP181-059V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

2-methylbenzaldehyde

tosylmethyl isocyanide

24528099

Reaction ID UCEXP181-060V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528100

Reaction ID UCEXP181-062V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

24528101

Reaction ID UCEXP181-063V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

1-propylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528102

Reaction ID UCEXP181-064V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3-methylbut-2-enoic acid

1-hexylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528103

Reaction ID UCEXP181-066V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528105

Reaction ID UCEXP181-067V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

4-hydroxybenzaldehyde

tosylmethyl isocyanide

24528106

Reaction ID UCEXP181-068V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

o-vanillin

tosylmethyl isocyanide

24528107

Reaction ID UCEXP181-069V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

aniline

2-naphthaldehyde

tosylmethyl isocyanide

24528108

Reaction ID UCEXP181-071V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

dl-mandelic acid

benzylamine

benzaldehyde

tosylmethyl isocyanide

24528531

Reaction ID UCEXP181-072V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,6-dihydroxybenzoic acid

methylamine

4-(trifluoromethyl)benzaldehyde

tosylmethyl isocyanide

21106207

Reaction ID UCEXP181-080V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Yes
Product	Not determined
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

aniline

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528116

Reaction ID UCEXP181-082V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528118

Reaction ID UCEXP181-085V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,5-dimethoxyphenylacetic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528120

Reaction ID UCEXP181-086V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528121

Reaction ID UCEXP181-089V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

hexanoic acid

3-chloroaniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528122

Reaction ID UCEXP181-090V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-nitrobenzoic acid

methylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528123

Reaction ID UCEXP181-092V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

decanoic acid

2-chloroaniline

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528124

Reaction ID UCEXP181-093V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

hexanoic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528125

Reaction ID UCEXP181-094V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.217 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

3,5-dimethoxybenzaldehyde

tosylmethyl isocyanide

24528126

Reaction ID UCEXP181-096V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528127

Reaction ID UCEXP181-097V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528128

Reaction ID UCEXP181-098V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.226 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-hydroxybenzaldehyde

tosylmethyl isocyanide

24528129

Reaction ID UCEXP181-099V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

2-chloroaniline

4-methoxybenzaldehyde

tosylmethyl isocyanide

24528130

Reaction ID UCEXP181-100V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

24528131

Reaction ID UCEXP181-101V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528132

Reaction ID UCEXP181-102V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

5-methylfurfurylamine

3-hydroxybenzaldehyde

tosylmethyl isocyanide

24528533

Reaction ID UCEXP181-104V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

4-(dimethylamino)benzaldehyde

tosylmethyl isocyanide

24528134

Reaction ID UCEXP181-105V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-chlorophenylacetic acid

t-butylamine

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528135

Reaction ID UCEXP181-106V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24528136

Reaction ID UCEXP181-107V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

phenylpropynoic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528137

Reaction ID UCEXP181-108V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.223 M
Precipitate	Yes
Product	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

D-(−)-Quinic acid

methylamine

2-naphthaldehyde

tosylmethyl isocyanide

24528138

Reaction ID UCEXP181-109V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

1-hexylamine

3-methoxybenzaldehyde

tosylmethyl isocyanide

24528139

Reaction ID UCEXP181-110V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

aniline

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528140

Reaction ID UCEXP181-112V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-methoxybenzaldehyde

tosylmethyl isocyanide

24528141

Reaction ID UCEXP181-113V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

3-chloroaniline

veratraldehyde

tosylmethyl isocyanide

24528142

Reaction ID UCEXP181-116V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.225 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,3-dihydroxybenzoic acid

methylamine

4-chlorobenzaldehyde

tosylmethyl isocyanide

24528145

Reaction ID UCEXP181-117V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed; hydrate of acid used
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

veratraldehyde

tosylmethyl isocyanide

24534442

Reaction ID UCEXP181-118V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.224 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

5-bromo-2-thiophenecarboxaldehyde

tosylmethyl isocyanide

24528147

Reaction ID UCEXP181-120V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

methylamine

3,5-bis(trifluoromethyl)benzaldehyde

tosylmethyl isocyanide

24528149

Reaction ID UCEXP181-121V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.221 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-chlorophenylacetic acid

3-chloroaniline

3,4-dihydroxybenzaldehyde

tosylmethyl isocyanide

24528150

Reaction ID UCEXP181-122V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

2-chloroaniline

veratraldehyde

tosylmethyl isocyanide

24534443

Reaction ID UCEXP181-123V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.214 M
Precipitate	no and aldehyde alone not solube
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

furfurylamine

phenanthrene-9-carboxaldehyde

tosylmethyl isocyanide

24528151

Reaction ID UCEXP181-124V2

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3-(4-methoxyphenyl)propionic acid

benzylamine

2-hydroxybenzaldehyde

tosylmethyl isocyanide

24528152

Reaction ID UCEXP224-6

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	1 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp224

+

+

+

→

1-pyrenebutyric acid

1-propylamine

benzaldehyde

tosylmethyl isocyanide

24747202

Reaction ID UCEXP225-6

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.438 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp225

+

+

+

→

boc-gly-OH

furfurylamine

piperonal

tosylmethyl isocyanide

24528162

Reaction ID UCEXP226-6

tosylmethyl isocyanide

Researcher	David Bulger
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.501 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp226

+

+

+

→

1-pyrenebutyric acid

5-methylfurfurylamine

benzaldehyde

tosylmethyl isocyanide

24528170

Reaction ID UCEXP227-6

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.251 M
Precipitate	No
Comments	0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference	http://usefulchem.wikispaces.com/Exp227

+

+

+

→

1-pyrenebutyric acid

furfurylamine

piperonal

tosylmethyl isocyanide

24528178

Reaction ID UCEXP228-1

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.253 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

octadecylamine

4,7-dimethoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528181

Reaction ID UCEXP228-5

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.372 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp228

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

4-(dimethylamino)benzaldehyde

tosylmethyl isocyanide

24534191

Reaction ID UCEXP231-1

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	acetonitrile
Limiting Reactant	1.538 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

formic acid

benzylamine

4-methylbenzaldehyde

tosylmethyl isocyanide

24528186

Reaction ID UCEXP231-8

tosylmethyl isocyanide

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	THF
Limiting Reactant	0.833 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp231

+

+

+

→

glycolic acid

1-heptylamine

2-methoxy-1-naphthaldehyde

tosylmethyl isocyanide

24528188

trans-2-hexenal

Reaction ID UCEXP232-56

trans-2-hexenal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

t-butyl isocyanide

24528242

Reaction ID UCEXP232-57

trans-2-hexenal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

n-butyl isocyanide

24528243

Reaction ID UCEXP232-58

trans-2-hexenal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

1-pentyl isocyanide

24528243

Reaction ID UCEXP232-59

trans-2-hexenal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

cyclohexylisocyanide

24528244

Reaction ID UCEXP232-60

trans-2-hexenal

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	1.109 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp232

+

+

+

→

boc-gly-OH

furfurylamine

trans-2-hexenal

1,1,3,3-tetramethylbutyl isocyanide

24528245

trifluoroacetic acid

Reaction ID UCEXP003B

trifluoroacetic acid

Researcher	James Giammarco/ Alicia Holsey
Reaction Type	transamidation cyclization
Solvent	dichlorethane
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem-experiments1.blogspot.com/2006/02/exp-003.html

+

→

trifluoroacetic acid

Reaction ID UCEXP014B

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	dichlorethane
Limiting Reactant	0.2 M
Precipitate	No
Comments	reflux
Reference	http://usefulchem.wikispaces.com/Exp+014

+

→

trifluoroacetic acid

Reaction ID UCEXP017B

trifluoroacetic acid

Researcher	Linn Chen
Reaction Type	transamidation cyclization
Solvent	dichlorethane
Limiting Reactant	0.05 M
Precipitate	No
Comments	refluxed for 27 min before an acid work-up
Reference	http://usefulchem.wikispaces.com/EXP+017

+

→

trifluoroacetic acid

Reaction ID UCEXP018B

trifluoroacetic acid

Researcher	James Giammarco
Reaction Type	transamidation cyclization
Solvent	dichloroethane
Limiting Reactant	0.04 M
Precipitate	No
Comments	refluxed for 30 min before an acid work-up
Reference	http://usefulchem.wikispaces.com/EXP+018

+

→

trifluoroacetic acid

Reaction ID UCEXP019B

trifluoroacetic acid

Researcher	Linn Chen
Reaction Type	transamidation cyclization
Solvent	THF
Limiting Reactant	0.017 M
Precipitate	No
Comments	refluxed in THF (27mL) with TFA (3mL) for 30 min before an acid work-up
Reference	http://usefulchem.wikispaces.com/exp+019

+

→

trifluoroacetic acid

Reaction ID UCEXP020B

trifluoroacetic acid

Researcher	James Giammarco
Reaction Type	transamidation cyclization
Solvent	THF
Limiting Reactant	0.2 M
Precipitate	No
Comments	TFA (10%) in THF (30 mL)stirred under N2 for 20h
Reference	http://usefulchem.wikispaces.com/EXP020

+

→

trifluoroacetic acid

Reaction ID UCEXP021B

trifluoroacetic acid

Researcher	James Giammarco
Reaction Type	transamidation cyclization
Solvent	THF
Limiting Reactant	0.2 M
Precipitate	No
Comments	TFA (10%) in THF (30 mL)stirred under N2 for 20h
Reference	http://usefulchem.wikispaces.com/EXP021

+

→

trifluoroacetic acid

Reaction ID UCEXP027B

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	dichloroethane
Limiting Reactant	0.2 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp027

+

→

trifluoroacetic acid

Reaction ID UCExp060B

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	transamidation cyclization
Solvent	dichloroethane
Limiting Reactant	0.032 M
Precipitate	No
Comments	dichloroethane (9mL) and TFA (1mL) added to the Ugi product
Reference	http://usefulchem.wikispaces.com/Exp060

+

→

trifluoroacetic acid

Reaction ID UCExp065

trifluoroacetic acid

Researcher	Alicia Holsey/ Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	dichlorethane
Limiting Reactant	0.1 M
Precipitate	No
Comments	Furfuryl cleavage observed for the first time ever
Reference	http://usefulchem.wikispaces.com/Exp065

+

→

trifluoroacetic acid

Reaction ID UCExp067

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Comments	furfuryl cleavage in 10% TFA
Reference	http://usefulchem.wikispaces.com/Exp067

+

→

trifluoroacetic acid

Reaction ID UCExp070

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Comments	furfuryl cleavage 50% TFA
Reference	http://usefulchem.wikispaces.com/Exp070

+

→

trifluoroacetic acid

Reaction ID UCExp073

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.179 M
Precipitate	No
Comments	furfuryl cleavage not seen in the amine at 50% acid conc
Reference	http://usefulchem.wikispaces.com/Exp073

+

→

5-methylfurfurylamine

trifluoroacetic acid

Reaction ID UCExp081

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	neat
Limiting Reactant	1 M
Precipitate	No
Comments	Furfuryl cleavage not seen in the secondary amide at 10% acid conc even after 4 days at rt
Reference	http://usefulchem.wikispaces.com/Exp081

+

→

N-[(5-methylfuran-2-yl)methyl]acetamide

trifluoroacetic acid

N-[(5-methylfuran-2-yl)methyl]acetamide

Reaction ID UCExp087

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	amine deprotection
Solvent	CDCl3
Limiting Reactant	0.144 M
Precipitate	Yes
Product	No
Comments	boc deprotection monitored by NMR
Reference	http://usefulchem.wikispaces.com/Exp087

+

→

trifluoroacetic acid

Reaction ID UCExp090

trifluoroacetic acid

Researcher	Alicia Holsey
Reaction Type	transamidation cyclization
Solvent	dichlorethane
Limiting Reactant	0.1 M
Precipitate	No
Comments	No transamidation cycliation observed
Reference	http://usefulchem.wikispaces.com/Exp090

+

→

trifluoroacetic acid

Reaction ID UCExp091

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Yield	- %
Comments	Furfuryl cleavage follows first order kinetics
Reference	http://usefulchem.wikispaces.com/Exp091

+

→

trifluoroacetic acid

Reaction ID UCExp092

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Yield	- %
Comments	Furfuryl cleavage follows first order kinetics
Reference	http://usefulchem.wikispaces.com/Exp092

+

→

trifluoroacetic acid

Reaction ID UCExp097

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Yield	100 %
Comments	acid conc 50%; initially formed ammonium salt was treated with 10% NaOH
Reference	http://usefulchem.wikispaces.com/Exp097

+

→

trifluoroacetic acid

Reaction ID UCExp098

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Yield	18.5 %
Comments	acid conc 50%; initially formed ammonium salt was treated with 10% NaOH
Reference	http://usefulchem.wikispaces.com/Exp098

+

→

trifluoroacetic acid

Reaction ID UCExp101

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.2 M
Precipitate	No
Yield	- %
Comments	furfuryl amine derived tertiary amides are relatively more stable than their 5-methyl furfuryl analog
Reference	http://usefulchem.wikispaces.com/Exp101

+

→

trifluoroacetic acid

Reaction ID UCExp110

trifluoroacetic acid

Researcher	Khalid Mirza
Reaction Type	Furfuryl Cleavage
Solvent	CDCl3
Limiting Reactant	0.1 M
Precipitate	No
Comments	The reaction almost stops after deprotection..after 5 days approximately 8% of the furfuryl cleavage product is observed
Reference	http://usefulchem.wikispaces.com/Exp110

+

→

trifluoroacetic acid

Reaction ID UCExp111

trifluoroacetic acid

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	6.7 M
Precipitate	No
Comments	No cleavage at rt
Reference	http://usefulchem.wikispaces.com/Exp111

+

→

5-methylfurfurylamine

trifluoroacetic acid

Reaction ID UCExp112

trifluoroacetic acid

Researcher	Khalid Mirza/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	0.7 M
Precipitate	No
Comments	No cleavage at rt
Reference	http://usefulchem.wikispaces.com/Exp112

+

→

5-methylfurfurylamine

trifluoroacetic acid

Reaction ID UCExp127

trifluoroacetic acid

Researcher	James Giammarco/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp127

+

→

trifluoroacetic acid

Reaction ID UCExp128

trifluoroacetic acid

Researcher	James Giammarco/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp128

+

→

N-[(5-methylfuran-2-yl)methyl]acetamide

trifluoroacetic acid

N-[(5-methylfuran-2-yl)methyl]acetamide

Reaction ID UCExp129

trifluoroacetic acid

Researcher	James Giammarco/ Jessica Colditz
Reaction Type	Furfuryl Cleavage
Solvent	TFA
Limiting Reactant	- M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp129

+

→

N-[(5-methylfuran-2-yl)methyl]acetamide

trifluoroacetic acid

N-[(5-methylfuran-2-yl)methyl]acetamide

vanillin

Reaction ID UCExp262-1

vanillin

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	1.17 M
Precipitate	Yes
Yield	59.3 %
Comments	Heated to 50C; washed with ethanol
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

aniline

vanillin

N-Vanillylideneaniline

Reaction ID UCExp262-3

vanillin

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	1.62 M
Precipitate	No
Comments	reaction never went to completion
Reference	http://usefulchem.wikispaces.com/Exp262

+

→

2-chloroaniline

vanillin

4-[(E)-(2-chlorophenyl)iminomethyl]-2-methoxy-phenol

Reaction ID UCExp268

vanillin

Researcher	Evan Curtin
Reaction Type	imine synthesis
Solvent	ethanol
Limiting Reactant	2 M
Precipitate	Yes
Yield	78 %
Comments	Stirred RT for 26 minutes
Reference	http://usefulchem.wikispaces.com/Exp268

+

→

aniline

vanillin

N-Vanillylidene Aniline

veratraldehyde

Reaction ID UCEXP022A

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	No
Comments	reaction mixture stirred for 24h
Reference	http://usefulchem.wikispaces.com/Exp022

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCEXP045

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CDCl3
Limiting Reactant	1.25 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp045

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

2-morpholinoethyl isocyanide

24746794

Reaction ID UCEXP046

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	No
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp046

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

2-morpholinoethyl isocyanide

24746794

Reaction ID UCEXP054

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	Yes
Yield	11 %
Comments	Ugi Kinetics
Reference	http://usefulchem.wikispaces.com/Exp054

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp060A

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.25 M
Precipitate	Yes
Yield	25 %
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp060

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp064

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.393 M
Precipitate	Yes
Yield	43.8 %
Comments	Solution was made up to 4 mL - methanol amount probably closer to 3 mL
Reference	http://usefulchem.wikispaces.com/Exp064

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID UCExp095

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.25 M
Precipitate	No
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp095

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCExp096

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	CD3OD
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	40 %
Comments	Imine preformed
Reference	http://usefulchem.wikispaces.com/Exp096

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP104C

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.398 M
Precipitate	Yes
Yield	12 %
Comments	Imine was preformed
Reference	http://usefulchem.wikispaces.com/Exp104

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP131-1

veratraldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.608 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

furfurylamine

veratraldehyde

n-butyl isocyanide

21106067

Reaction ID UCEXP131-2

veratraldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.623 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

furfurylamine

veratraldehyde

1-pentyl isocyanide

21106068

Reaction ID UCEXP131-3

veratraldehyde

Researcher	Rikesh Parikh
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.614 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp131

+

+

+

→

boc-trp-OH

5-methylfurfurylamine

veratraldehyde

1-pentyl isocyanide

21106069

Reaction ID UCEXP174F/V2B38

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.222 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp174

+

+

+

→

3,4-dihydroxyphenyl acetic acid

methylamine

veratraldehyde

tosylmethyl isocyanide

21106200

Reaction ID UCEXP181-113V2

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.219 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

3,4-dihydroxyphenyl acetic acid

3-chloroaniline

veratraldehyde

tosylmethyl isocyanide

24528142

Reaction ID UCEXP181-117V2

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	Reactants Insoluble
Comments	Protocol from Explan005 followed; hydrate of acid used
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

2,4,6-trihydroxybenzoic acid

furfurylamine

veratraldehyde

tosylmethyl isocyanide

24534442

Reaction ID UCEXP181-122V2

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.22 M
Precipitate	No
Comments	Protocol from Explan005 followed
Reference	http://usefulchem.wikispaces.com/Exp181

+

+

+

→

4-hydroxybenzoic acid

2-chloroaniline

veratraldehyde

tosylmethyl isocyanide

24534443

Reaction ID UCEXP216-12

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

phenylpropynoic acid

benzylamine

veratraldehyde

n-butyl isocyanide

21105845

Reaction ID UCEXP216-2

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

furfurylamine

veratraldehyde

t-butyl isocyanide

21106057

Reaction ID UCEXP216-4

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	imine preformed
Reference	http://usefulchem.wikispaces.com/Exp216

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

t-butyl isocyanide

21486195

Reaction ID UCExp241-04

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.525 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

n-butyl isocyanide

24528355

Reaction ID UCExp241-05

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.525 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

n-butyl isocyanide

24528355

Reaction ID UCExp241-06

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.523 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

t-butyl isocyanide

24528356

Reaction ID UCExp241-07

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.523 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

t-butyl isocyanide

24528356

Reaction ID UCExp241-08

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.52 M
Precipitate	YES
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

cyclohexylisocyanide

21782465

Reaction ID UCExp241-09

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.564 M
Precipitate	YES
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

cyclohexylisocyanide

21782465

Reaction ID UCExp241-10

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.548 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528357

Reaction ID UCExp241-11

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.548 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1,1,3,3-tetramethylbutyl isocyanide

24528357

Reaction ID UCExp241-12

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.563 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1-pentyl isocyanide

24528358

Reaction ID UCExp241-13

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.563 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

1-pentyl isocyanide

24528358

Reaction ID UCExp241-14

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-15

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCExp241-16

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.565 M
Precipitate	No
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp241

+

+

+

→

3,4-methylenedioxyphenylacetic acid

methylamine

veratraldehyde

benzyl isocyanide

24528359

Reaction ID UCEXP259

veratraldehyde

Researcher	Khalid Mirza
Reaction Type	Ugi
Solvent	methanol
Limiting Reactant	0.5 M
Precipitate	Yes
Yield	- %
Comments	-
Reference	http://usefulchem.wikispaces.com/Exp259

+

+

+

→

boc-gly-OH

5-methylfurfurylamine

veratraldehyde

benzyl isocyanide

10481870

Reaction ID

Researcher
Reaction Type
Solvent
Limiting Reactant	M
Precipitate
Reference
Researcher
Reaction Type
Solvent
Limiting Reactant	M
Precipitate
Reference

→

Reaction ID

Researcher
Reaction Type
Solvent
Limiting Reactant	M
Precipitate
Reference
Researcher
Reaction Type
Solvent
Limiting Reactant	M
Precipitate
Reference

→