675147-58-7

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 675147-49-6 (2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester 
• 651718-75-1 (2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonothioic acid O,O-diethyl ester 
• 496048-24-9 tert-butyl 2,3-dideoxy-3-[(diethoxyphosphoryl)difluoromethyl]-4,5-O-(1-methylethylidene)-D-glyceropentonate 
• 496048-25-0 (2S,3S)-[difluoro(2-hydroxymethyl-5-oxotetrahydrofuran-3-yl)methyl]phosphonic acid diethyl ester 

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.