3′,5′-O-phosphonoalkylidene derivatives of 1-(2-Deoxy-β-D-threo-pentofuranosyl)thymine:: Synthesis and reactivity

被引：23

作者：

Endová, M ^{[1
]}

Masojídková, M ^{[1
]}

Budesínsky, M ^{[1
]}

Rosenberg, I ^{[1
]}

机构：

[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, CR-16610 Prague 6, Czech Republic

来源：

TETRAHEDRON | 1998年 / 54卷 / 37期

关键词：

D O I：

10.1016/S0040-4020(98)00654-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various 3',5'-O-(1-phosphonoalkylidene) derivatives of 1-(2-deoxy-beta-D-threo-pentofuranosyl)thymine bearing a substituent in the omega-position of the alkylidene chain were prepared by the redox reaction of diethyl chlorophosphite with six-membered 3',5'-orthoesters of xylo-dT. Susceptibility of omega-haloalkylidene derivatives for nucleophilic substitution is discussed. The configuration of the final phosphonates was determined by 2D-ROESY NMR experiments. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：11187 / 11208

页数：22

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