Solution phase synthesis of dithymidine phosphorothioate by a phosphotriester method using new S-protecting groups

被引:6
作者
Puschl, A [1 ]
Kehler, J [1 ]
Dahl, O [1 ]
机构
[1] UNIV COPENHAGEN,HC ORSTED INST,DEPT CHEM,DK-2100 COPENHAGEN,DENMARK
来源
NUCLEOSIDES & NUCLEOTIDES | 1997年 / 16卷 / 1-2期
关键词
D O I
10.1080/07328319708002529
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A phosphotriester method for the synthesis of dithymidine phosphorothioates with eight S-protecting groups has been investigated. Three of the S-protecting groups possesed catalytic activity, however side reactions occurred under deprotection. The best S-protecting group was 4-chloro-2-nitrobenzyl which could be removed with a minimum of side reactions (0.3%). The Coupling reagent PyFNOP (11) gave protected dithymidine phosphorothioate in 96% yield after 15 min coupling.
引用
收藏
页码:145 / 158
页数:14
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