78098-64-3

Basic information

• Product Name: 2',3',5'-tri-O-acetyl-N⁶-diphenylphosphoryladenosine
• Synonyms: 2',3',5'-tri-O-acetyl-N⁶-diphenylphosphoryladenosine
• CAS NO: 78098-64-3
• Molecular Weight: 625.532
• Mol File: 78098-64-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2',3',5'-tri-O-acetyl-N⁶-diphenylphosphoryladenosine(CAS DataBase Reference)
• NIST Chemistry Reference: 2',3',5'-tri-O-acetyl-N⁶-diphenylphosphoryladenosine(78098-64-3)
• EPA Substance Registry System: 2',3',5'-tri-O-acetyl-N⁶-diphenylphosphoryladenosine(78098-64-3)

Safety Data

• Hazardous Substances Data: 78098-64-3(Hazardous Substances Data)

Upstream product

• 101-02-0 triphenyl phosphite 
• 99148-16-0 6-azido-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine 
• 2524-64-3 chlorophosphoric acid diphenyl ester 
• 7387-57-7 triacetyladenosine 
• 1054721-79-7 C₂₂H₂₃ClN₅O₉P 
• 108-95-2 phenol 
• 154534-45-9 triethyl N-<9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purin-6-yl>phosphorimidate 
• 770-12-7 O-phenyl phosphorodichloridate 
• 53821-43-5 (2R,3R,4S,5R)-2-(6-azido-9H-purin-9-yl)-5-(hydroxymethyl)-tetrahydrofuran-3,4-diol 

Downstream Products

• 78111-41-8 N-(diphenoxyphosphinyl)-Adenosine 

Relevant articles and documents

Nucleic acid related compounds. 81. Syntheses of 9-(3-deoxy-β-D-threo- pentofuranosyl)adenine, the core nucleoside of the extraordinarily selective antibiotic agrocin 84, and simplified structural component analogues

Alternative syntheses of 9-(3-deoxy-β-D-threo-pentofuranosyl)adenine (4), the core nucleoside of agrocin 84 [and its 2'-deoxy threo isomer 5] were devised: (1) direct conversion of 9-(β-D-arabinofuranosyl)adenine into 9- (2,3-anhydro-β-D-lyxofuranosyl)adenine and regioselective opening of its oxirane ring with sodium borohydride to give 4 and 5 (~7.5:1); (2) treatment of adenosine with sodium hydride and 2,4,6-triisopropylbenzenesulfonyl chloride, and subjection of the resulting 2'(3')-sulfonates to the reductive [1,2]-hydride shift rearrangement with lithium triethylborohydride to give 4 and 5 (~2:1); and (3) subjection of the phenoxythiocarbonyl esters of 9- [2(3),5-bis-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl]adenine to Barton deoxygenation, and deprotection to give 4 and 2'-deoxyadenosine (~5:1). Methods (2) and (3) gave lower yields. Syntheses of simplified 6-N- and 5'-O-adenosine phosphoramidate model compounds were explored to examine potential access to such features in the structure proposed for agrocin 84.