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
收藏
页码：3528 / 3534
页数：7
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