N-[(S)-(4-Nitrophenoxy)phenoxyphosphinyl]-L-alanine 1-Methylethyl Ester

CAS: 1256490-31-9

Ref. TR-N497030

Product Information

• Name: N-[(S)-(4-Nitrophenoxy)phenoxyphosphinyl]-L-alanine 1-Methylethyl Ester
• Synonyms: methyl 2-methyl-3-phenylbenzoate, 3',5'-O-4-Tribenzoyl-2'-deoxy-2'-fluoro-2'-C-methylcytidine, (2R,3R,4R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate, 2'-Deoxy-2'-Fluoro-2'-Methyl-N-(Phenylcarbonyl) Cytidine, (2'R)-N-Benzoyl-2'-deoxy-2'-fluoro-2'-methylcytidine 3',5'-dibenzoate, PSI-6130 derivative, N-benzoyl-3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-methylcytidine, Sofosbuvir N-3, ((2R,3R,4R,5R)-5-(benzamido-2-oxopyrimidin-1(2H)-yl)-2-(benzoyloxymethyl)-4-fluoro-4-methyltetrahydrofuran-3-yl, (2R,3R,4R,5R)-5-4-benzamide-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate, [(2R,3R,4R,5R)-5-(4-benzamido-2-oxo-1,2-dihydropyrimidin-1-yl)-3-(benzoyloxy)-4-fluoro-4-methyloxolan-2-yl]methyl benzoate, Cytidine, N-Benzoyl-2'-Deoxy-2'-Fluoro-2'-Methyl-3',5'-Dibenzoate, (2'R)-, Cytidine,N-benzoyl-2'-deoxy-2'-fluoro-2'-methyl-,3',5'-dibenzoate,(2'R), Cytidine, N-benzoyl-2'-deoxy-2'-fluoro-2'-Methyl-, 3',5'-dibenzoate, (2'R)

Description

Applications N-[(S)-(4-Nitrophenoxy)phenoxyphosphinyl]-L-alanine 1-Methylethyl Ester is an intermediate in the synthesis of Sofosbuvir (R)-Phosphate (S675615), which is an impurity of PSI-7977 (P839640), a prodrug that is metabolized to the active antiviral agent 2'-deoxy-2'-α-fluoro-β-C-methyluridine-5'-monophosphate and is currently being investigated in phase 3 clinical trials for the treatment of hepatitis C. Studies have profiled PSI-7977 as a nucleotide inhibitor of hepatitis C virus, exerting selective inhibitory effects towards HCV NS5B polymerase.
References Lam, A.M.,et al.: Antimicrob. Agents. Chemotherapy., 56, 3359 (2012); Lam, A.M., et al.: J. Virol., 85, 12334 (2011); Sofia, M.J., et al.: J. Medn. Chem., 53, 7202 (2010)

• Brand: TRC

Chemical properties

• Molecular weight: 226.27
• Formula: C₁₅H₁₄O₂
• Color/Form: Neat
• InChI: InChI=1S/C15H14O2/c1-11-13(12-7-4-3-5-8-12)9-6-10-14(11)15(16)17-2/h3-10H,1-2H3
• InChI key: InChIKey=HSBPPUMWUBCKIJ-UHFFFAOYSA-N
• SMILES: COC(=O)c1cccc(-c2ccccc2)c1C