N-(1-{(2R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide

Base Information

• Chemical Name: N-(1-{(2R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide
• CAS No.: 87418-82-4
• Molecular Formula: C₄₂H₄₇N₃O₇Si
• Molecular Weight: 733.937
• Mol file: 87418-82-4.mol

Synonyms:

Chemical Property of N-(1-{(2R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-{(2R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide

There total 3 articles about N-(1-{(2R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide 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: 45.0%

tert-butyldimethylsilyl chloride (18162-48-6) + N4-benzoyl-5'-O-monomethoxytritylarabinocytidine (87418-75-5) → N-(1-{(2R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide (87418-82-4) + N-(1-{(2R,3S,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide (72409-30-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 48h;

Reference yield:

1-(β-D-arabinofuranosyl)-N4-benzoylcytosine (16640-05-4) → N-(1-{(2R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide (87418-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / 50 °C

2: 45 percent / pyridine / 48 h

With pyridine;

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → N-(1-{(2R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide (87418-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / 50 °C

2: 45 percent / pyridine / 48 h

With pyridine;

upstream raw materials:

tert-butyldimethylsilyl chloride

N⁴-benzoyl-5'-O-monomethoxytritylarabinocytidine

1-(β-D-arabinofuranosyl)-N⁴-benzoylcytosine

mono-4-methoxytrityl chloride