Literature DB >> 19425617

Efficient synthesis of arrays of amino acid derived Ugi products with subsequent amidation.

Wei Wang1, Alexander Dömling.   

Abstract

Several amino acid derived iminodicarboxylicacid monomethylesters have been converted into a small array of amide derivatives. Sequentially, we were using an Ugi reaction of alpha-amino acids, followed by a mild and efficient amidation. Thus we added to this well-known Ugi scaffold another dimension of diversity, thereby enhancing it is potentially use in the combinatorial and medicinal chemistry of multi component reactions (MCRs) and drug discovery. Synthesis of an exemplary array and pharmacophore features are discussed.

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Year:  2009        PMID: 19425617     DOI: 10.1021/cc9000136

Source DB:  PubMed          Journal:  J Comb Chem        ISSN: 1520-4766


  7 in total

Review 1.  Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Authors:  Roland E Dolle; Bertrand Le Bourdonnec; Karin Worm; Guillermo A Morales; Craig J Thomas; Wei Zhang
Journal:  J Comb Chem       Date:  2010-10-05

2.  Improved synthesis of 15-deoxyspergualin analogs using the Ugi multi-component reaction.

Authors:  Christopher G Evans; Matthew C Smith; James P Carolan; Jason E Gestwicki
Journal:  Bioorg Med Chem Lett       Date:  2011-03-01       Impact factor: 2.823

3.  Concise route to a series of novel 3-(tetrazol-5-yl)quinoxalin-2(1H)-ones.

Authors:  Steven Gunawan; Gary Nichol; Christopher Hulme
Journal:  Tetrahedron Lett       Date:  2012-01-28       Impact factor: 2.415

4.  1,4-Thienodiazepine-2,5-diones via MCR (I): synthesis, virtual space and p53-Mdm2 activity.

Authors:  Yijun Huang; Siglinde Wolf; Michal Bista; Lidio Meireles; Carlos Camacho; Tad A Holak; Alexander Dömling
Journal:  Chem Biol Drug Des       Date:  2010-05-18       Impact factor: 2.817

5.  Synthesis of Tetrazolo-Fused Benzodiazepines and Benzodiazepinones by a Two-Step Protocol Using an Ugi-Azide Reaction for Initial Diversity Generation.

Authors:  Steven Gunawan; Muhammad Ayaz; Fabio De Moliner; Brendan Frett; Christine Kaiser; Nina Patrick; Zhigang Xu; Christopher Hulme
Journal:  Tetrahedron       Date:  2012-04-26       Impact factor: 2.457

6.  Novel apigenin based small molecule that targets snake venom metalloproteases.

Authors:  Venkatachalaiah Srinivasa; Mahalingam S Sundaram; Sebastian Anusha; Mahadevappa Hemshekhar; Siddaiah Chandra Nayaka; Kempaiah Kemparaju; Kesturu S Girish; Kanchugarakoppal S Rangappa
Journal:  PLoS One       Date:  2014-09-03       Impact factor: 3.240

7.  Fixing CO2 into β-oxopropylcarbamates in neat condition by ionic gelation/Ag(i) supported on dendritic fibrous nanosilica.

Authors:  Liping Chang; Rahele Zhiani; Seyed Mohsen Sadeghzadeh
Journal:  RSC Adv       Date:  2019-05-30       Impact factor: 4.036

  7 in total

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