1228649-87-3

Upstream product

• 10065-72-2 L-Alanine methyl ester 
• 1171006-90-8 3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine 
• 4712-55-4 diphenyl hydrogen phosphite 
• 35329-70-5 diethyl 2-[(acetyloxy)methyl]-2-(hydroxymethyl)propanedioate 

Relevant academic research and scientific papers

Chemical and enzymatic stability of amino acid derived phosphoramidates of antiviral nucleoside 5′-monophosphates bearing a biodegradable protecting group

Ribavirin and 2′-O-methylcytidine 5′-phosphoramidates derived from l-alanine methyl ester bearing either an O-phenyl or a biodegradable O-[3-(acetyloxy)-2,2-bis(ethoxycarbonyl)propyl] or O-[3-(acetyloxymethoxy)-2,2- bis(ethoxycarbonyl)propyl] protecting group were prepared. The kinetics of the deprotection of these pro-drugs by porcine liver esterase and by a whole cell extract of human prostate carcinoma was studied by HPLC-ESI-MS/MS. The 3-(acetyloxymethoxy)-2,2-bis(ethoxycarbonyl)propyl and 3-(acetyloxy)-2,2- bis(ethoxycarbonyl)propyl groups were readily removed releasing the l-alanine methyl ester phosphoramidate nucleotide, the deprotection of the 3-(acetyloxymethoxy) derivative being approximately 20 times faster. The chemical stability of the 2′-O-methylcytidine pro-drugs was additionally determined over a pH range from 7.5 to 10.

PROTECTED NUCLEOTIDE ANALOGS

Disclosed herein are nucleotide analogs with protected phosphates, methods of synthesizing nucleotide analogs with protected phosphates and methods of treating diseases and/or conditions such as viral infections, cancer, and/or parasitic diseases with the