Literature DB >> 15068092

An efficient synthesis of 2,5-diketopiperazine derivatives by the Ugi four-center three-component reaction.

Sangwon Cho1, Gyochang Keum, Soon Bang Kang, So-Yeop Han, Youseung Kim.   

Abstract

A facile synthetic approach to 2,5-diketopiperazines 4 by the Ugi four-center three-component reaction using commercially available dipeptides as a bifunctional component, aldehydes, and isocyanides was described.

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Year:  2003        PMID: 15068092     DOI: 10.1023/b:modi.0000006812.16141.b5

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  10 in total

1.  Unique Structures Generated by Ugi 3CC Reactions Using Bifunctional Starting Materials Containing Aldehyde and Carboxylic Acid.

Authors:  Jundong Zhang; Alan Jacobson; James R. Rusche; Walter Herlihy
Journal:  J Org Chem       Date:  1999-02-05       Impact factor: 4.354

2.  Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis.

Authors:  Thomas Welton
Journal:  Chem Rev       Date:  1999-08-11       Impact factor: 60.622

Review 3.  The application of multi-component reactions in drug discovery.

Authors:  Lutz Weber
Journal:  Curr Med Chem       Date:  2002-12       Impact factor: 4.530

4.  Multicomponent Reactions with Isocyanides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-15       Impact factor: 15.336

Review 5.  Exploring privileged structures: the combinatorial synthesis of cyclic peptides.

Authors:  Douglas A Horton; Gregory T Bourne; Mark L Smythe
Journal:  Mol Divers       Date:  2002       Impact factor: 2.943

6.  An efficient synthesis of morpholin-2-one derivatives using glycolaldehyde dimer by the Ugi multicomponent reaction.

Authors:  Y B Kim; E H Choi; G Keum; S B Kang; D H Lee; H Y Koh; Y Kim
Journal:  Org Lett       Date:  2001-12-27       Impact factor: 6.005

Review 7.  Recent advances in isocyanide-based multicomponent chemistry.

Authors:  Alexander Dömling
Journal:  Curr Opin Chem Biol       Date:  2002-06       Impact factor: 8.822

Review 8.  Bioactive cyclic dipeptides.

Authors:  C Prasad
Journal:  Peptides       Date:  1995       Impact factor: 3.750

9.  Design and synthesis of a pro-drug of vinblastine targeted at treatment of prostate cancer with enhanced efficacy and reduced systemic toxicity.

Authors:  Stephen F Brady; Joseph M Pawluczyk; Patricia K Lumma; Dong-Mei Feng; Jenny M Wai; Raymond Jones; Deborah DeFeo-Jones; Bradley K Wong; Cynthia Miller-Stein; Jiunn H Lin; Allen Oliff; Roger M Freidinger; Victor M Garsky
Journal:  J Med Chem       Date:  2002-10-10       Impact factor: 7.446

10.  TAN-1496 A, C and E, diketopiperazine antibiotics with inhibitory activity against mammalian DNA topoisomerase I.

Authors:  Y Funabashi; T Horiguchi; S Iinuma; S Tanida; S Harada
Journal:  J Antibiot (Tokyo)       Date:  1994-11       Impact factor: 2.649

  10 in total
  3 in total

Review 1.  Solid-phase and microwave-assisted syntheses of 2,5-diketopiperazines: small molecules with great potential.

Authors:  Jennifer C O'Neill; Helen E Blackwell
Journal:  Comb Chem High Throughput Screen       Date:  2007-12       Impact factor: 1.339

Review 2.  Emerging molecular diversity from the intra-molecular Ugi reaction: iterative efficiency in medicinal chemistry.

Authors:  Christopher Hulme; Justin Dietrich
Journal:  Mol Divers       Date:  2009-02-11       Impact factor: 3.364

3.  One-Pot Diastereoselective Synthesis of Pyrrolopiperazine-2,6-diones by a Ugi/Nucleophilic Substitution/N-Acylation Sequence.

Authors:  Beatriz González-Saiz; Israel Carreira-Barral; Pablo Pertejo; Javier Gómez-Ayuso; Roberto Quesada; María García-Valverde
Journal:  J Org Chem       Date:  2022-06-27       Impact factor: 4.198

  3 in total

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