{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester

Base Information

• Chemical Name: {1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester
• CAS No.: 129808-97-5
• Molecular Formula: C₅₂H₅₃Cl₃N₃O₁₁PS₂
• Molecular Weight: 1097.47
• Mol file: 129808-97-5.mol

Synonyms:{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester

Chemical Property of {1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester

There total 5 articles about {1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl 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: 93.0%

cyclohexylammonium S,S-diphenyl phosphorodithioate (67941-87-1) + 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N4-(trichloro-t-butoxycarbonyl)cytidine (129778-28-5) → {1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester (129808-97-5)

Guidance literature:

With 1H-tetrazole; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; In pyridine; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86683-7

Reference yield:

2,2,2-trichloro-1,1-dimethylethoxychloroformate (66270-36-8) → {1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester (129808-97-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / pyridine / 0.5 h / Ambient temperature

2: KF, Et₄NBr, H₂O / acetonitrile

3: pyridine / Ambient temperature

4: 93 percent / isodurenedisulfonyl dichloride, 1H-tetrazole / pyridine / 0.5 h / Ambient temperature

With pyridine; 1H-tetrazole; potassium fluoride; tetraethylammonium bromide; water; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; In pyridine; acetonitrile;

DOI:10.1016/S0040-4020(01)86683-7

Reference yield:

{1-[(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester (129778-30-9) → {1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester (129808-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / Ambient temperature

2: 93 percent / isodurenedisulfonyl dichloride, 1H-tetrazole / pyridine / 0.5 h / Ambient temperature

With pyridine; 1H-tetrazole; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; In pyridine;

DOI:10.1016/S0040-4020(01)86683-7

upstream raw materials:

cyclohexylammonium S,S-diphenyl phosphorodithioate

2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N⁴-(trichloro-t-butoxycarbonyl)cytidine

2,2,2-trichloro-1,1-dimethylethoxychloroformate

{1-[(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester

Downstream raw materials:

{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(hydroxy-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester; compound with triethyl-amine