SYNTHESIS OF THE THYMIDINE BUILDING-BLOCKS FOR A NONHYDROLYZABLE DNA ANALOG

被引:14
作者
KAWAI, SH [1 ]
WANG, DG [1 ]
JUST, G [1 ]
机构
[1] MCGILL UNIV,DEPT CHEM,MONTREAL H3A 2K6,QUEBEC,CANADA
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1992年 / 70卷 / 05期
关键词
D O I
10.1139/v92-193
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The 3'-deoxy-3'-C-(2''-hydroxyethyl)thymidine derivatives 4 and 13 were efficiently synthesized from either thymidine via a known 3'-radical allylation, or from the branched-chain furanose 5 involving the removal of the 2'-hydroxyl after stereospecific nucleosidation. The 5'-deoxy-5'-thiothymidine 20 was prepared via a regiospecific Mitsunobu coupling, providing the third unit required for the synthesis of sulfide-linked DNA analogues.
引用
收藏
页码:1573 / 1580
页数:8
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