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Combinatorial Chemistry & High Throughput Screening

Editor-in-Chief

ISSN (Print): 1386-2073
ISSN (Online): 1875-5402

Novel Synthesis of N4-Substituted 1,4-Benzodiazepine-2,5-diones Using Poly(Ethylene Glycol) as Soluble Polymer Support

Author(s): Zhen Rao, Hongdan Peng, Guichun Yang and Zuxing Chen

Volume 9, Issue 10, 2006

Page: [743 - 746] Pages: 4

DOI: 10.2174/138620706779026015

Price: $65

Abstract

An efficient method for the liquid-phase combinatorial synthesis of N4-substituted 1,4-benzodiazepine-2,5- diones has been developed. Poly(ethylene glycol) (PEG) stepwise reacted with bromoacetyl bromide, a primary amine and 2-azidobenzoic acid to give a potential PEG-bound dipeptide, which was reduced by NaI / acetic acid, along with concurrent cyclization and cleavage of the seven-membered heterocycle from the PEG support.

Keywords: Poly(ethylene glycol), liquid-phase organic synthesis, 1,4-benzodiazepine-2,5-dione, azido group reduction


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