(2R,3S,5S)-2-acetoxy-3-fluoro-5-(p-toluoyloxymethyl)tetrahydrofuran:: a key intermediate for the practical synthesis of 9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine (FddA)

被引：8

作者：

Jin, FQ ^{[1
]}

Wang, DJ ^{[1
]}

Confalone, PN ^{[1
]}

Pierce, ME ^{[1
]}

Wang, Z ^{[1
]}

Xu, GY ^{[1
]}

Choudhury, A ^{[1
]}

Nguyen, D ^{[1
]}

机构：

[1] Dupont Merck Pharmaceut Co, Dupont Expt Stn, Chem Proc R&D, Wilmington, DE 19880 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 29期

关键词：

coupling reactions; nucleosides; lactones; purines;

D O I：

10.1016/S0040-4039(01)00855-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient synthesis of (2R,3S,5S)-2-acetoxy-3-fluoro-5-(p-toluoyloxymethyl)tetrahydrofuran (2a) was developed. As a key intermediate, 2a was effectively applied to the synthesis of 9-(2,3-dideoxy-2-fluoro-beta -D-threo-pentofuranosyl)adenine (FddA), thus, providing a practical synthesis approach to FddA. (C) 2001 Dupont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

引用

页码：4787 / 4789

页数：3

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