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 one has been hydrolyzed to cyclo-Cys-Cys. The preparation of this latter compound as been previously reported by a troublesome and low yielding preparation.

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

CASTELLUCCI, NICOLA;MONARI, MAGDA;TOMASINI, CLAUDIA
2010

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 one has been hydrolyzed to cyclo-Cys-Cys. The preparation of this latter compound as been previously reported by a troublesome and low yielding preparation.
D. Iannotta; N. Castellucci; M. Monari; C. Tomasini
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/94260
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