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 α-halo carbonyl derivatives towards the sulfur nucleophile of the substrate. The reactions with α-halo esters lead to thiomorpholinocarboxylic acids which are interesting potential inhibitors of transport systems.
A facile one-pot synthesis of the very useful building blocks N-boc-S- alkylatedcysteines
De Nino A.;Procopio A.;Sindona G.
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1999-01-01
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 α-halo carbonyl derivatives towards the sulfur nucleophile of the substrate. The reactions with α-halo esters lead to thiomorpholinocarboxylic acids which are interesting potential inhibitors of transport systems.File in questo prodotto:
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