REGIOSELECTIVE PROTECTION OF THE 2'-HYDROXYL GROUP OF N-ACYL-3',5'-O-DI(T-BUTYL)SILANEDIYLNUCLEOSIDE DERIVATIVES BY USE OF T-BUMGCL AND 2-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE

被引:23
作者
WADA, T
TOBE, M
NAGAYAMA, T
FURUSAWA, K
SEKINE, M
机构
[1] TOKYO INST TECHNOL,FAC BIOSCI & BIOTECHNOL,DEPT LIFE SCI,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN
[2] RES INST POLYMERS & TEXT,IBARAKI,OSAKA 305,JAPAN
关键词
D O I
10.1016/0040-4039(95)00130-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Regioselective 2'-O-protection of N-protected 3',5'-O-di(t-butyl)silanediylribonucleoside derivatives with the 2-(trimethylsilyl)ethoxymethyl (SEM) group has been achieved by use of t-BuMgCl and 2-(trimethylsilyl)ethoxymethyl chloride. The former was used as a base. The 2'-O-SEM protected ribonucleoside derivatives were converted via a three-step reaction into the corresponding phosphoramidite building blocks in good overall yields.
引用
收藏
页码:1683 / 1684
页数:2
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