Synthesis of a conformationally locked AZT analogue, 3′-azido-3′-deoxy-2′-O,4′-C-methylene-5-methyluridine

被引：47

作者：

Obika, S ^{[1
]}

Andoh, J ^{[1
]}

Sugimoto, T ^{[1
]}

Miyashita, K ^{[1
]}

Imanishi, T ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Osaka 5650871, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 35期

基金：

日本学术振兴会;

关键词：

nucleic acid analogues; azides; NMR; molecular modeling;

D O I：

10.1016/S0040-4039(99)01324-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A bicyclic 3'-azido-3'-deoxythymidine (AZT) analogue with a locked N-conformation, 3'-azido-3'-deoxy-2'-O,4'-C-methylene-5-methyluridine (1a), and its 3'-amino derivative, 3'-amino-3'-deoxy-2'-O,4'-C-methylene-5-methyluridine (1b), were successfully synthesized from D-glucose. The conformation of 1a was also discussed by means of H-1 NMR measurements and a molecular modeling (PM3) study. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：6465 / 6468

页数：4

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