Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester

Base Information

• Chemical Name: Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester
• CAS No.: 197579-69-4
• Molecular Formula: C₄₄H₃₉N₃O₉
• Molecular Weight: 753.808
• Mol file: 197579-69-4.mol

Synonyms:

Chemical Property of Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester

There total 6 articles about Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl 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: 60.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + Benzoic acid 4-benzoylamino-1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-5-yl ester (197579-68-3) → Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester (197579-69-4)

Guidance literature:

With pyridine; dmap; for 22h;

DOI:10.1016/S0040-4039(97)10024-7

Reference yield:

benzoyl chloride (98-88-4) → Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester (197579-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / pyridine / CH₂Cl₂ / 14 h

2: 92 percent / NEt₃*3HF / acetonitrile / 3 h

3: 60 percent / DMAP, pyridine / 22 h

With pyridine; dmap; triethylamine tris(hydrogen fluoride); In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(97)10024-7

Reference yield:

5-Hydroxy-2'-deoxycytidine (52278-77-0) → Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester (197579-69-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 25 percent / imidazole, NEt₃ / dimethylformamide / 1 h

2: 88 percent / pyridine / CH₂Cl₂ / 14 h

3: 92 percent / NEt₃*3HF / acetonitrile / 3 h

4: 60 percent / DMAP, pyridine / 22 h

With pyridine; 1H-imidazole; dmap; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(97)10024-7

upstream raw materials:

4,4'-dimethoxytrityl chloride

Benzoic acid 4-benzoylamino-1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-5-yl ester

benzoyl chloride

5-Hydroxy-2'-deoxycytidine

Downstream raw materials:

Benzoic acid 4-benzoylamino-1-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-5-yl ester