132178-51-9

Basic information

• Product Name: Phosphonic acid, [[[(2R,3S,5R)-5-[6-[(2,2-dimethyl-1-oxopropyl)amino]-9H-purin-9-yl]tetra hydro-3-iodo-2-furanyl]oxy]methyl]-, dimethyl ester
• CAS NO: 132178-51-9
• Molecular Formula: C17H25IN5O6P
• Molecular Weight: 553.294
• Mol File: 132178-51-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [[[(2R,3S,5R)-5-[6-[(2,2-dimethyl-1-oxopropyl)amino]-9H-purin-9-yl]tetra hydro-3-iodo-2-furanyl]oxy]methyl]-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [[[(2R,3S,5R)-5-[6-[(2,2-dimethyl-1-oxopropyl)amino]-9H-purin-9-yl]tetra hydro-3-iodo-2-furanyl]oxy]methyl]-, dimethyl ester(132178-51-9)
• EPA Substance Registry System: Phosphonic acid, [[[(2R,3S,5R)-5-[6-[(2,2-dimethyl-1-oxopropyl)amino]-9H-purin-9-yl]tetra hydro-3-iodo-2-furanyl]oxy]methyl]-, dimethyl ester(132178-51-9)

Safety Data

• Hazardous Substances Data: 132178-51-9(Hazardous Substances Data)

Upstream product

• 24630-67-9 hydroxymethyl-phosphonic acid dimethyl ester 
• 132178-50-8 9-<2,3-dihydro-2(R)-furanyl>-6-N-pivaloyladenine 

Relevant articles and documents

Regiospecific and Highly Stereoselective Electrophilic Addition to Furanoid Glycals: Synthesis of Phosphonate Nucleotide Analogues with Potent Activity against HIV

Regiospecific and highly stereoselective electrophilic addition to furanoid glycals has been used as a key step in the synthesis of phosphonate isosteres of nucleoside monophosphates.Using this methodology, phosphonate analogues of 1 (ddA), 4 (d4T), and 5 (d4A) monophosphates have been prepared.Present studies have also led to the development of a scheme for the synthesis of the phosphonate isostere of adenosine monophosphate.Despite the acetal structure, phosphonate derivatives 27 and 28 were substantially more acid stable than the corresponding nucleosides 1 and 5 with respect to glycosidic bond cleavage.The phosphonates 22 and 27 exhibited a potent antiretroviral activity comparable to that of 4 (d4T).