Novel synthesis of 2′-O-methylguanosine

被引:22
作者
Chow, S
Wen, K
Sanghvi, YS
Theodorakis, EA
机构
[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
[2] ISIS Pharmaceut Inc, Carlsbad Res Ctr, Carlsbad, CA 92008 USA
关键词
D O I
10.1016/S0960-894X(03)00291-9
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
An efficient and chemoselective synthesis of 2'-O-methylguanosine (6) has been accomplished in high yield without protection of the guanine base. The salient feature of the synthesis of 6 lies in the application of methylene-bis-(diisopropylsilyl chloride), (MDPSCl2, 2) as a new 3',5'-O-protecting group for nucleosides. Use of CH3Cl as a weak electrophile and NaHMDS as a mild base was crucial to the success of the 2'-O-methylation of 3',5'-O-protected guanosine. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1631 / 1634
页数:4
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