(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)

Abstract A highly efficient synthesis of (2 R ,3 S ,5 S )-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-β- d - threo -pentofuranosyl)adenine (FddA), thus, providing a practical synthetic approach to FddA.