Diphenyl-acetic acid (2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Base Information

• Chemical Name: Diphenyl-acetic acid (2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
• CAS No.: 444810-97-3
• Molecular Formula: C₂₆H₂₆N₂O₇
• Molecular Weight: 478.502
• Mol file: 444810-97-3.mol

Synonyms:

Chemical Property of Diphenyl-acetic acid (2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Diphenyl-acetic acid (2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

There total 5 articles about Diphenyl-acetic acid (2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl 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:

Diphenyl-acetic acid (2R,3S,5R)-3-acetoxy-5-(5-methyl-2-oxo-4-trimethylsilanyloxy-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester → Diphenyl-acetic acid (2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (444810-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: TMSOTf / acetonitrile / 20 h / 30 °C

2: H₂O / acetonitrile; CHCl₃ / 20 h

With trimethylsilyl trifluoromethanesulfonate; water; In chloroform; acetonitrile;

DOI:10.1016/S0040-4039(02)00411-2

Reference yield:

acetic anhydride (108-24-7) + 3'-O-diphenylacetyl-β-thymidine (444810-96-2) → Diphenyl-acetic acid (2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (444810-97-3)

Guidance literature:

In pyridine; dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(02)00411-2

Reference yield:

diphenylacetic acid chloride (1871-76-7) → Diphenyl-acetic acid (2R,3S,5R)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (444810-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / pyridine; CH₂Cl₂ / 1 h / 20 °C

2: pyridine; CH₂Cl₂ / 2 h / 20 °C

In pyridine; dichloromethane;

DOI:10.1016/S0040-4039(02)00411-2

upstream raw materials:

acetic anhydride

3'-O-diphenylacetyl-β-thymidine

Diphenyl-acetic acid (2R,3S,5S)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

diphenylacetic acid chloride

Downstream raw materials:

Diphenyl-acetic acid (2R,3S,5S)-3-acetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester