Synthesis of 3′-deuterated pyrimidine nucleosides via stereoselective reduction of a protected 3-oxoribose

被引:8
作者
Chen, TQ [1 ]
Greenberg, MM [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(97)10815-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Thymidine (2) and 5-methyl-2'-O-(t-butyldimethylsilyl)uridine (3) deuterated at the C3'-position were prepared with complete stereocontrol via (NaBH4)-H-2 reduction of a 3-oxoribose derivative (5). Utilization of benzyl protecting groups in the deuterated glycosidation substrate facilitates the synthesis of ribonucleosides and 2'-deoxyribonucleosides with minimal protecting group manipulations. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1103 / 1106
页数:4
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