A CONVENIENT METHOD FOR THE SYNTHESIS OF N2,N2-DIMETHYLGUANOSINE BY REDUCTIVE C-S BOND-CLEAVAGE WITH TRIBUTYLTIN HYDRIDE

被引:15
作者
SEKINE, M
SATOH, T
机构
[1] Department of Life Science, Faculty of Science, Tokyo Institute of Technology, Nagatsuta, Midoriku
关键词
D O I
10.1021/jo00003a052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the N-methylation of guanosine is described. The 1,3-benzodithiol-2-yl group was introduced into the 2-amino group of 2',3',5'-tri-O-acetylguanosine (3) and then converted into a methyl group by reductive C-S bond cleavage with tributyltin hydride. This method was also applied to the synthesis of N2,N2-dimethylguanosine. A similar reductive conversion of a (p-tolylthio)methyl group into a methyl group was studied.
引用
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页码:1224 / 1227
页数:4
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