A convenient one-pot method for the synthesis of N-Boc protected S-alkylcysteines, useful intermediates for the solution-phase synthesis of glutathione-conjugates and modified peptides is presented, together with the reactivity of epoxides, halohydrins and alpha-halo carbonyl derivatives towards the sulfur nucleophile of the substrate. The reactions with alpha-halo esters lead to thiomorpholinocarboxylic acids which are interesting potential inhibitors of transport systems. (C) 1999 Elsevier Science Ltd. All rights reserved.

A facile one-pot synthesis of the very useful building blocks N-Boc-S-alkylatedcysteines

DALPOZZO, Renato;DE NINO, Antonio;SINDONA, Giovanni;
1999

Abstract

A convenient one-pot method for the synthesis of N-Boc protected S-alkylcysteines, useful intermediates for the solution-phase synthesis of glutathione-conjugates and modified peptides is presented, together with the reactivity of epoxides, halohydrins and alpha-halo carbonyl derivatives towards the sulfur nucleophile of the substrate. The reactions with alpha-halo esters lead to thiomorpholinocarboxylic acids which are interesting potential inhibitors of transport systems. (C) 1999 Elsevier Science Ltd. All rights reserved.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11770/135838
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