Phenoxy-acetic acid (2R,3S,5R)-5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Phenoxy-acetic acid (2R,3S,5R)-5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 1053703-48-2
• Molecular Formula: C₄₆H₄₃N₃O₉
• Molecular Weight: 781.862
• Mol file: 1053703-48-2.mol

Synonyms:

Chemical Property of Phenoxy-acetic acid (2R,3S,5R)-5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenoxy-acetic acid (2R,3S,5R)-5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

There total 1 articles about Phenoxy-acetic acid (2R,3S,5R)-5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-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:

5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-deoxy-N4-benzoyl-5-methylcytidine (104579-03-5) + Phenoxyacetyl chloride (701-99-5) → Phenoxy-acetic acid (2R,3S,5R)-5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (1053703-48-2)

Guidance literature:

With pyridine; to r. t., 18 h;

DOI:10.1021/jo00063a014

Reference yield:

Phenoxy-acetic acid (2R,3S,5R)-5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (1053703-48-2) → N4-benzoyl-5-methyl-2'-deoxy-3'-O-(phenoxyacetyl)cytidine (146961-97-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; for 0.5h; Yield given;

DOI:10.1021/jo00063a014

Reference yield:

Phenoxy-acetic acid (2R,3S,5R)-5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (1053703-48-2) → C49H52N5O13PS*C6H15N

Guidance literature:

Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / methanol; CH₂Cl₂ / 0.5 h

2: 1) HCl(g) / CH₂Cl₂ / 1) 0 deg C, 10 min, 2) 4 deg C, 48 h

3: diisopropylethylamine / CH₂Cl₂ / 3 h / 0 °C

4: concd. NH₄OH / acetonitrile / 1 h

5: 65.9 percent / 1) 2-chloro-4H-1,3,2-benzodioxaphosphorin-4-one, pyridine / 1) CH₂Cl₂, r. t., 2 h , 2) CH₂Cl₂, H₂O

With pyridine; hydrogenchloride; ammonium hydroxide; 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/jo00063a014

upstream raw materials:

5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-deoxy-N⁴-benzoyl-5-methylcytidine

Phenoxyacetyl chloride

Downstream raw materials:

N⁴-benzoyl-5-methyl-2'-deoxy-3'-O-(phenoxyacetyl)cytidine

Phenoxy-acetic acid (2R,3S,5R)-5-(4-benzoylamino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-2-chloromethoxymethyl-tetrahydro-furan-3-yl ester

C₄₉H₅₁N₅O₁₁S

C₅₇H₅₇N₅O₁₃S