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

被引：7

作者：

Cundari, S ^{[1
]}

Dalpozzo, R ^{[1
]}

De Nino, A ^{[1
]}

Procopio, A ^{[1
]}

Sindona, G ^{[1
]}

Athanassopulos, K ^{[1
]}

机构：

[1] Univ Calabria, Dipartimento Chim, I-87030 Arcavacata, Italy

来源：

TETRAHEDRON | 1999年 / 55卷 / 33期

关键词：

cysteine-conjugates; glutathione-conjugates; alkylation; S(N)2 reactions;

D O I：

10.1016/S0040-4020(99)00528-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：10155 / 10162

页数：8

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