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

Article abstract of DOI:10.1016/S0040-4020(99)00528-1

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.