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(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)

✍ Scribed by Fuqiang Jin; Dengjin Wang; Pat N. Confalone; Michael E. Pierce; Zhe Wang; Guoyou Xu; Anusuya Choudhury; Dieu Nguyen

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

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✦ Synopsis

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-b-D-threo-pentofuranosyl)adenine (FddA), thus, providing a practical synthetic approach to FddA.

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