Modified dideoxynucleosides: Synthesis of 2'-N-alkyl-3'-hydroxyalkyl-1',2'-isoxazolidinyl thymidine and 5-fluorouridine derivatives

被引:37
作者
Chiacchio, U
Gumina, G
Rescifina, A
Romeo, R
Uccella, N
Casuscelli, F
Piperno, A
Romeo, G
机构
[1] UNIV ARCAVACATA,DIPARTIMENTO CHIM,I-87036 ARCAVACATA,ITALY
[2] UNIV MESSINA,DIPARTIMENTO FARMACO CHIM,I-98168 MESSINA,ITALY
关键词
D O I
10.1016/0040-4020(96)00437-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Isoxazolidine nucleosides bearing an hydroxyl group at C-3, have been prepared in only three steps, with overall high yields. The synthetic approach is based on the 1,3-dipolar cycloaddition of 3-carboxyalkyl- or acylnitrones to vinyl acetate, followed by condensation with silylated thymine or 5-fluorouracil and NaBH4 reduction. (C) 1996 Elsevier Science Ltd
引用
收藏
页码:8889 / 8898
页数:10
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