Functionalization of cysteine derivatives by unsymmetrical disulfide bond formation

被引：35

作者：

Szymelfejnik, Mateusz ^{[1
]}

Demkowicz, Sebastian ^{[1
]}

Rachon, Janusz ^{[1
]}

Witt, Dariusz ^{[1
]}

机构：

[1] Gdansk Technol Univ, Fac Chem, Dept Organ Chem, PL-80952 Gdansk, Poland

来源：

SYNTHESIS-STUTTGART | 2007年 / 22期

关键词：

unsymmetrical disulfides; L-cystine; L-cysteine; sulfenyl bromide; thiols;

D O I：

10.1055/s-2007-990853

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed a convenient method for the synthesis of unsymmetrical disulfides of L-cysteine under mild conditions in good to excellent yields. The described method is based on the straightforward preparation of 5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinane-2-sulfenyl bromide from readily available bis(5,5dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl) disulfide. The unsymmetrical disulfides can be obtained for L-cysteine derivatives and thiols bearing neutral, basic, or acidic functionalities.

引用

页码：3528 / 3534

页数：7

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