INTRODUCTION OF AN ALKYL GROUP INTO THE SUGAR PORTION OF URACILNUCLEOSIDES BY THE USE OF GILMAN REAGENTS

被引：6

作者：

HAYAKAWA, H ^{[1
]}

ASHIZAWA, H ^{[1
]}

TANAKA, H ^{[1
]}

MIYASAKA, T ^{[1
]}

机构：

[1] SHOWA UNIV, SCH PHARMACEUT SCI, HATANODAI 1-5-8, SHINAGAWA KU, TOKYO 142, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1990年 / 38卷 / 02期

关键词：

C-alkylated dideoxyuridine nucleophilic substitution; organometallic reagent Gilman reagent uracilnucleoside 5'-alkyl-5'-deoxyuridine;

D O I：

10.1248/cpb.38.355

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Substitution of a p-toluenesulfonyloxy group in the sugar portion of uracilnucleosides by an alkyl group was investigated by using Gilman reagents (R2CuLi). In the cases of S'-O-tosyl derivatives of 2/,3'-0-isopropylideneuridine, moderate yields of 5'-aIkylated products were obtained. In contrast to this, the reactions of the corresponding 2'-deoxyuridine derivatives gave higher yields of products. A similar substitution reaction at the 3'-position of 2'-deoxyuridine derivatives was also examined. © 1990, The Pharmaceutical Society of Japan. All rights reserved.

引用

页码：355 / 360

页数：6

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