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

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

Volume: 9 Issue: 10

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

Affiliation:

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

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.

Cite this article as:

Rao Zhen, Peng Hongdan, Yang Guichun and Chen Zuxing, Novel Synthesis of N4-Substituted 1,4-Benzodiazepine-2,5-diones Using Poly(Ethylene Glycol) as Soluble Polymer Support, Combinatorial Chemistry & High Throughput Screening 2006; 9 (10) . https://dx.doi.org/10.2174/138620706779026015