Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester

Base Information

• Chemical Name: Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester
• CAS No.: 56883-49-9
• Molecular Formula: C₃₆H₃₅N₂O₈PS
• Molecular Weight: 686.722
• Mol file: 56883-49-9.mol

Synonyms:Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester

Chemical Property of Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester

There total 7 articles about Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester 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: 86.0%

O5'-(4-methoxy-trityl)-P,P-dithio-[3']thymidylic acid S,S'-diphenyl ester (70900-87-7) → Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester (56883-49-9)

Guidance literature:

With pyridine; pyridinium salt of phosphonic acid; at 30 ℃; for 15h;

DOI:10.1246/bcsj.54.3815

Reference yield:

thiophenol (108-98-5) → Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester (56883-49-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / triethylamine / diethyl ether / 2 h

2: 83 percent / LiOH

3: 91 percent / 2,4,6-triisopropylbenzenesulfonyl chloride, pyridine

4: isoamyl nitrite, pyridine, acetic acid / Ambient temperature

With pyridine; lithium hydroxide; 2,4,6-triisopropylphenylsulfonyl chloride; acetic acid; triethylamine; isopentyl nitrite; In diethyl ether;

DOI:10.1016/S0040-4039(00)94189-3

Reference yield:

cyclohexylammonium S,S-diphenyl phosphorodithioate (67941-87-1) → Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester (56883-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 2,4,6-triisopropylbenzenesulfonyl chloride (TPS), pyridine / 1.) RT, 30 min, 2.) RT, 20 min

2: 86 percent / pyridinium salt of phosphonic acid, pyridine / 15 h / 30 °C

With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride; pyridinium salt of phosphonic acid;

DOI:10.1246/bcsj.54.3815

upstream raw materials:

O^5'-(4-methoxy-trityl)-P,P-dithio-[3']thymidylic acid S,S'-diphenyl ester

cyclohexylammonium S,S-diphenyl phosphorodithioate

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine

S,S-diphenyl phosphoranilidodithioate

Downstream raw materials:

S-phenyl thymidine 3'-phosphorothioate

thymidine 3'-monophosphate