Synthesis of 1-[2-(hydroxymethyl)cyclohexyl]pyrimidine analogues of nucleosides:: A comparative study

被引：10

作者：

Viña, D

Santana, L

Uriarte, E

Quezada, E

Valencia, L

机构：

[1] Univ Santiago de Compostela, Fac Farm, Dept Quim Organ, Santiago De Compostela 15782, Spain

[2] Univ Santiago de Compostela, Fac Quim, Dept Quim Inorgan, Santiago De Compostela 15782, Spain

来源：

SYNTHESIS-STUTTGART | 2004年 / 15期

关键词：

amino alcohols; cyclizations; heterocycles; Mitsunobu reaction; nucleosides;

D O I：

10.1055/s-2004-831224

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of a new series of 1,2-disubstituted carbonucleosides analogues of pyrimidine (cyclohexane derivatives) is reported. For the synthesis of the uridine analogue 5a, either construction of the base on the amino group of the amino alcohol 3 or on the amido group of the predecessor beta-lactam 1 was more efficient than condensation of the base with a protected diol. The cis-configuration of 5a was confirmed by X-ray crystallography. Compound 5a was halogenated with Cl, Br and I at uracil position 5.

引用

页码：2517 / 2522

页数：6

共 31 条

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