Sofosbuvir IMpurity C 1337482-15-1

Base Information

• Chemical Name: Sofosbuvir IMpurity C 1337482-15-1
• CAS No.: 1337482-15-1
• Molecular Formula: C₂₂H₂₉FN₃O₉P
• Molecular Weight: 529.459
• Mol file: 1337482-15-1.mol

Synonyms:

Chemical Property of Sofosbuvir IMpurity C 1337482-15-1

Chemical Property:

• PKA: 9.39±0.10(Predicted)
• Density: 1.41±0.1 g/cm3(Predicted)

Purity/Quality:

NLT 98% ^*data from raw suppliers

Sofosbuvir5''-Desphosphate3''-O-[(S)-Phosphate] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Sofosbuvir 5''-Desphosphate 3''-O-[(S)-Phosphate] 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.

Technology Process of Sofosbuvir IMpurity C 1337482-15-1

There total 7 articles about Sofosbuvir IMpurity C 1337482-15-1 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

2'-deoxy-2'-fluoro-2'-methyluridine (863329-66-2,2041584-99-8) + (R)-2-((R)-(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino)propionic acid isopropyl ester (1627824-09-2) → C22H29FN3O9P (1337482-15-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 ℃;

DOI:10.1039/c6sc05081f

Reference yield: 92.0%

→ C22H29FN3O9P (1337482-15-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 ℃; for 3h;

Reference yield: 53.0%

2'-deoxy-2'-fluoro-2'-methyluridine (863329-66-2,2041584-99-8) + (S)-2-[(S)-((2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester (1334513-02-8,1627824-09-2) + tert-butyldimethylsilyl chloride (18162-48-6) → C22H29FN3O9P (1337482-15-1)

Guidance literature:

2'-deoxy-2'-fluoro-2'-methyluridine; tert-butyldimethylsilyl chloride; With pyridine; In dichloromethane;

(S)-2-[(S)-((2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester; With tert-butylmagnesium chloride; In tetrahydrofuran;

upstream raw materials:

2'-deoxy-2'-fluoro-2'-methyluridine

(R)-2-((R)-(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino)propionic acid isopropyl ester

(S)-2-[(S)-((2,3,4,5,6-pentafluorophenoxy)(phenoxy)phosphoryl)amino]propionic acid isopropyl ester

tert-butyldimethylsilyl chloride

Refernces

• 1、 -. "PROCESS FOR MAKING PHOSPHORUS-CONTAINING NUCLEOSIDE PRODRUG COMPOUNDS". Page/Page column 39; 41. . Retrieved 2017/02/24.