Simple and Mild One-Pot Synthesis of Dipeptidyl Ureas via Carbamoyl Azides of -N-Protected Amino Acids

被引：1

作者：

Venneri, Cesare Daniele ^{[1
]}

Verardo, Giancarlo ^{[1
]}

Strazzolini, Paolo ^{[1
]}

机构：

[1] Univ Udine, Dept Chem Sci & Technol, I-33100 Udine, Italy

来源：

SYNTHETIC COMMUNICATIONS | 2011年 / 41卷 / 07期

关键词：

Amino acid methyl esters; amino acids; carbamoyl azide; Curtius rearrangement; dipeptidyl ureas; SOLID-PHASE SYNTHESIS; HIV-1 PROTEASE INHIBITORS; ARTIFICIAL BETA-SHEETS; PEPTIDYL UREAS; EFFICIENT SYNTHESIS; GAMMA-SECRETASE; UNNATURAL BIOPOLYMERS; DRUG DISCOVERY; ACTIVE-SITE; DERIVATIVES;

D O I：

10.1080/00397911003710570

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[image omitted] A simple and mild one-pot synthesis of potentially bioactive -N-protected dipeptidyl ureas is reported. The procedure involves the reaction between the carbamoyl azide of an -N-protected amino acid and an -amino acid methyl ester. The reaction is fast (3h at 45 degrees C), regardless of the nature of both the reagents, and racemization free. The reported protocol represents a valid alternative to existing methods.

引用

页码：1027 / 1041

页数：15

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