651718-75-1

Upstream product

• 496048-24-9 tert-butyl 2,3-dideoxy-3-[(diethoxyphosphoryl)difluoromethyl]-4,5-O-(1-methylethylidene)-D-glyceropentonate 
• 675147-49-6 (2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester 

Downstream Products

• 675147-58-7 (2S,3S)-[(2-benzyloxymethyl-5-ethoxytetrahydrofuran-3-yl)difluoromethyl]phosphonothioic acid O,O-diethyl ester 
• 651718-91-1 5-O-benzyl-2,3-dideoxy-3-[(diethoxyphosphorothioyl)(difluoro)methyl]-4-O-(1H-imidazol-1-yl-carbonothioyl)-1-O-(triisopropylsilyl)-D-erythro-pentitol 
• 651718-77-3 5-O-benzyl-2,3-dideoxy-3-[(diethoxyphosphorothioyl)(difluoro)methyl]-1-O-(triisopropylsilyl)-D-erythro-pentitol 
• 651718-80-8 diethyl (2R)-4-(benzyloxy)-1,1-difluoro-2-{2-[(triisopropylsilyl)oxy]ethyl}butylphosphonate 
• 651718-79-5 O,O-diethyl (2R)-4-(benzyloxy)-1,1-difluoro-2-{2-[(triisopropylsilyl)oxy]ethyl}butylphosphonothioate 
• 651718-82-0 diethyl (2R)-4-(benzyloxy)-2-{2-[(diethoxyphosphoryl)oxy]ethyl}-1,1-difluorobutylphosphonate 
• 651718-81-9 diethyl (2S)-4-(benzyloxy)-1,1-difluoro-2-(2-hydroxyethyl)butylphosphonate 
• 651718-76-2 5-O-benzyl-2,3-dideoxy-3-[(diethoxyphosphorothioyl)(difluoro)methyl]-D-erythro-pentitol 

Relevant academic research and scientific papers

N-Glycosylation of 2,3-dideoxyfuranose derivatives having a (diethoxyphosphorothioyl)difluoromethyl group at the 3α-position

Lewis acid-mediated N-glycosylation of 2,3-dideoxyribofunanosides having a (diethoxyphosphorothioyl)difluoromethyl group at the 3α-position with silylated nucleobases was examined. The phosphorothioyldifluoromethyl was found to be an effective functional group for the diastereoselective synthesis of β-N1-pyrimidine-nucleotide analogues 26 and 28-30. However, the method was not useful for the diastereoselective synthesis of adenine nucleotide analogues. The nucleotide analogue 26 was transformed to the difluoromethylenephosphonate analogue 31 of thymidine-3′-phosphate by oxidation with m-CPBA, followed by aqueous work-up.