Tetrahedron p. 10155 - 10162 (1999)
Update date:2022-08-03
Topics:
Cundari, Sante
Dalpozzo, Renato
De Nino, Antonio
Procopio, Antonio
Sindona, Giovanni
Athanassopulos, Kostantinos
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.
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