2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine

Base Information

• Chemical Name: 2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine
• CAS No.: 136721-81-8
• Molecular Formula: C₂₀H₂₁FN₂O₈S
• Molecular Weight: 468.46
• Mol file: 136721-81-8.mol

Synonyms:2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine

Chemical Property of 2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine

There total 3 articles about 2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine 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: 85.0%

2',3'di-O-acetyl-5'-deoxy-5'-<(4-methoxyphenyl)sulfinyl>uridine (136721-75-0,136721-76-1) → Acetic acid (2R,3R,4S,5S)-4-acetoxy-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5-[fluoro-(4-methoxy-phenylsulfanyl)-methyl]-tetrahydro-furan-3-yl ester (136721-81-8,136721-82-9)

Guidance literature:

With diethylamino-sulfur trifluoride; ammonia; antimony(III) chloride; diastereomers were separated;

DOI:10.1016/S0040-4039(00)82174-7

Reference yield:

2',3'di-O-acetyl-5'-deoxy-5'-<(4-methoxyphenyl)sulfinyl>uridine (136721-75-0,136721-76-1) → 2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine (136721-81-8) + 2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine (136721-82-9)

Guidance literature:

With diethylamino-sulfur trifluoride; antimony(III) chloride; In dichloromethane; for 3h; Product distribution; Ambient temperature; other nucleotides;

DOI:10.1021/jo00024a033

Reference yield:

2',3'di-O-acetyl-5'-S-(4-methoxyphenyl)-5'-thiouridine (136721-72-7) → 2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine (136721-81-8) + 2',3'di-O-acetyl-5'-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine (136721-82-9)

Guidance literature:

With xenon difluoride; at -25 - 25 ℃; Product distribution; other nucleotides;

DOI:10.1021/jo00024a033

upstream raw materials:

2',3'di-O-acetyl-5'-deoxy-5'-<(4-methoxyphenyl)sulfinyl>uridine

2',3'di-O-acetyl-5'-S-(4-methoxyphenyl)-5'-thiouridine

Downstream raw materials:

5'-deoxy-5'(R)-fluoro-<(4-methoxyphenyl)sulfonyl>uridine

2',3'-di-O-acetyl-5'-deoxy-5'(R)-fluoro-<(4-methoxyphenyl)sulfonyl>uridine

5'(R)-fluoro-5'-S-(4-methoxyphenyl)-5'-thiouridine