Tetrahedron Letters

A straightforward synthesis and partial hydrolysis of cysteine-derived 2, 5-diketopiperazines

D Iannotta, N Castellucci, M Monari, C Tomasini

Index: Iannotta, Daniela; Castellucci, Nicola; Monari, Magda; Tomasini, Claudia Tetrahedron Letters, 2010 , vol. 51, # 34 p. 4558 - 4559

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Citation Number: 2

Abstract

A mild and straightforward preparation of cysteine-derived 2, 5-diketopiperazines (DKPs) is reported, by cyclization of (R)-2, 2-dimethyltetrahydrothiazole-4-carboxylic acid hydrochloride or of (R)-tetrahydrothiazole-4-carboxylic acid hydrochloride, mediated by HBTU and DIEA. One DKP has been characterized by X-ray analysis, while the other has been hydrolyzed to cyclo-Cys-Cys. The preparation of this latter compound has been ...