AN EFFICIENT AND STEREOSPECIFIC SYNTHESIS OF NOVEL PYRAZINE C-NUCLEOSIDES

被引:23
作者
CHEN, JJ
WALKER, JA
LIU, WM
WISE, DS
TOWNSEND, LB
机构
[1] UNIV MICHIGAN, COLL LITERATURE SCI & ARTS, DEPT CHEM, ANN ARBOR, MI 48109 USA
[2] UNIV MICHIGAN, COLL PHARM, DEPT MED CHEM, ANN ARBOR, MI 48109 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1016/0040-4039(95)01826-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel 2'-deoxy-beta-D-ribofuranosyl pyrazine C-nucleoside (6) was synthesized via a stereospecific palladium(0)-mediated cross-coupling reaction. The beta-configuration of this nucleoside was established by NOE analysis and the formation of a 5,5'-anhydro nucleoside 5. The compound 4a, obtained via the cross-coupling reaction and selective deprotection, is a versatile intermediate for the preparation of other pyrazine C-nucleoside analogues.
引用
收藏
页码:8363 / 8366
页数:4
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