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

✍ Scribed by Satoshi Takamatsu; Tokumi Maruyama; Satoshi Katayama; Naoko Hirose; Masaki Naito; Kunisuke Izawa

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
75 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

A practical synthesis of 9-(2,3-dideoxy-2-fluoro-b-D-threo-pentofuranosyl)adenine (1, FddA) via a 6-chloro-9-(3-deoxyb-D-erythro-pentofuranosyl)-9H-purine (6) is described. Fluorination at the C2%-b 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%.

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