Practical synthesis of 9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine (FddA) via a purine 3′-deoxynucleoside

被引:13
|
作者
Takamatsu, S
Maruyama, T
Katayama, S
Hirose, N
Naito, M
Izawa, K
机构
[1] Ajinomoto Co Inc, AminoSci Labs, Kawasaki Ku, Kanagawa 2108681, Japan
[2] Tokushima Bunri Univ, Fac Pharmaceut Sci, Tokushima 7708514, Japan
关键词
D O I
10.1016/S0040-4039(01)00136-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical synthesis of 9-(2,3-dideoxy-2-fluoro-beta -D-threo-pentofuranosyl)adenine (1, FddA) via a 6-chloro-9-(3-deoxy-beta -D-erythro-pentofuranosyl)-9H-purine (6) is described. Fluorination at the C2'-beta position of the purine 3'-deoxynucleoside was improved by the introduction of 6-chloro group, and proceeded in moderate yield. The total yield of FddA from readily available starting material 6 was 35%. (C) 2001 Elsevier Science Ltd. All rights reserved.
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页码:2325 / 2328
页数:4
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