STERIC FIXATION OF BROMOVINYLURACIL - SYNTHESIS OF FURO[2,3-D]PYRIMIDINE NUCLEOSIDES

被引:19
作者
EGER, K
JALALIAN, M
SCHMIDT, M
机构
[1] Universität Leipzig, Institut für Pharmazie, Leipzig, D-04103
关键词
D O I
10.1002/jhet.5570320135
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new synthetic procedure for the preparation of 5,6-dihydrofuro[2,3-d]pyrimidin-2(3H)-one (3) and its deoxyriboside 8 is reported. Compound 3 undergoes nucleophilic reactions with various agents to yield 5-substituted uracil derivatives. The dehydro derivative of 3, furo[2,3-d]pyrimidin-2(3H)-one (18) was synthesized by cyclization of BVU 15, which made us develop a reproducible and high yield method for the synthesis of BV(D)U. Starting from 18, the alpha-deoxyriboside 20 and the beta-riboside 22 were prepared.
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页码:211 / 218
页数:8
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