1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione
• CAS No.: 1496551-72-4
• Molecular Formula: C10H13ClN2O5
• Molecular Weight: 276.677
• Mol file: 1496551-72-4.mol

Synonyms:1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione

Chemical Property of 1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione

Chemical Property:

• PSA: 104.55000
• LogP: -1.21530

Purity/Quality:

99% ^*data from raw suppliers

ChloroSofosbuvirDesphosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Chloro Sofosbuvir Desphosphate is a possible metabolite of Sofosbuvir (P839640) which is 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.

Technology Process of 1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione

There total 24 articles about 1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione 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: 96.4%

C14H17ClN2O7 → 1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (1496551-72-4)

Guidance literature:

With sodium methylate; In methanol; at 20 - 25 ℃; for 1.33333h; Inert atmosphere;

Reference yield: 95.0%

C24H21ClN2O7 (1496551-71-3) → 1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (1496551-72-4)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 12h;

Reference yield: 85.0%

(2R,3R,3aS,9aR)-3-hydroxy-2-(hydroxymethyl)-3a-methyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one (944476-40-8) → 1-((2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (1496551-72-4)

Guidance literature:

With chloro-trimethyl-silane; In 1,2-dimethoxyethane; N,N-dimethyl-formamide; at 90 ℃; for 25h;

upstream raw materials:

C₂₄H₂₁ClN₂O₇

2'-deoxy-2'-chloro-2'-C-methyl-3',5'-di-O-benzoyl-N⁴-benzoylcytidine

2'-C-methyluridine

(2R,3R,3aS,9aR)-3-hydroxy-2-(hydroxymethyl)-3a-methyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one

Downstream raw materials:

C₁₇H₁₅ClFIN₂O₅

C₁₇H₁₆ClFN₂O₆

C₂₂H₂₈ClFN₃O₉P

MK-3682

Refernces

• 1、 -. "Deuterated HCV NS5b inhibitor nucleotide derivative and application thereof". . . Retrieved 2017/07/19.
• 2、 -. "PROCESS FOR MAKING CHLORO-SUBSTITUTED NUCLEOSIDE PHOSPHORAMIDATE COMPOUNDS". Paragraph 0228; 0229; 0230; 0231; 0232; 0233. . Retrieved 2017/09/02.