180922-60-5

Upstream product

• 63593-02-2 3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-pentodialdo-1,4-furanose 
• 94993-99-4 diethyl difluoromethylphosphonate lithium salt 
• 1005-56-7 phenylcarbonochloridothioate 
• 70798-12-8 1,2-O-isopropylidene-3-O-benzyl-α-D-ribofuranoside 

Downstream Products

• 180922-57-0 {2-[(2R,3S,4R,5R)-5-(6-Amino-2-chloro-purin-9-yl)-3-benzyloxy-4-hydroxy-tetrahydro-furan-2-yl]-1,1-difluoro-ethyl}-phosphonic acid diethyl ester 
• 180922-61-6 {2-[(2R,3S,5R)-5-(6-Amino-2-chloro-purin-9-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-1,1-difluoro-ethyl}-phosphonic acid diethyl ester 
• 151076-11-8 3-O-Benzyl-5,6-dideoxy-6-(diethoxyphosphinyl)-6,6-difluoro-1,2-O-isopropylidene-β-D-ribo-hexofuranose 

Relevant academic research and scientific papers

Synthesis of 2-chloro-2'-5'-dideoxy-5'-difluoromethylphosphinyladenosine: A nonhydrolyzable isosteric, isopolar analog of 2-chlorodeoxyadenosine monophosphate

2-Chloro-2'-5'-dideoxy-5'-difluoromethylphosphinyladenosine (5) was synthesized in thirteen steps from 3-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranoside (1), a carbohydrate which is substituted differently at the 2- and 3-positions, making possible selective deprotection and reductive deoxygenation at the 2'-position of a nucleoside subsequent to glycosylation. Purine nucleoside phosphonate 5 is an analog of the monophosphate ester of the potent, clinically effective immunomodulatory agent 2-chlorodeoxyadenosine (2-CdA), and was synthesized to present a potential means of circumventing drug resistance in target immune cells.