benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]-2,5-dihydropyrrolidin-1-yl]-(2R)-2-phenylethyl ester

Base Information

• Chemical Name: benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]-2,5-dihydropyrrolidin-1-yl]-(2R)-2-phenylethyl ester
• CAS No.: 639503-04-1
• Molecular Formula: C₂₇H₂₁NO₅
• Molecular Weight: 439.467
• Mol file: 639503-04-1.mol

Synonyms:benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]-2,5-dihydropyrrolidin-1-yl]-(2R)-2-phenylethyl ester

Chemical Property of benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]-2,5-dihydropyrrolidin-1-yl]-(2R)-2-phenylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]-2,5-dihydropyrrolidin-1-yl]-(2R)-2-phenylethyl ester

There total 3 articles about benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]-2,5-dihydropyrrolidin-1-yl]-(2R)-2-phenylethyl 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: 95.0%

2-{(S)-[(R)-1-((R)-2-Benzoyloxy-1-phenyl-ethyl)-5-oxo-2,5-dihydro-1H-pyrrol-2-yl]-hydroxy-methyl}-benzoic acid methyl ester (639503-02-9) → benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]-2,5-dihydropyrrolidin-1-yl]-(2R)-2-phenylethyl ester (639503-04-1)

Guidance literature:

With silica gel; In methanol; dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0957-4166(03)00592-5

Reference yield:

methyl o-formylbenzoate (4122-56-9) → benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]-2,5-dihydropyrrolidin-1-yl]-(2R)-2-phenylethyl ester (639503-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

2: 95 percent / SiO₂ / CH₂Cl₂; methanol / 2 h / 20 °C

With boron trifluoride diethyl etherate; silica gel; In methanol; dichloromethane;

DOI:10.1016/S0957-4166(03)00592-5

Reference yield:

(2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate (228098-63-3) → benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]-2,5-dihydropyrrolidin-1-yl]-(2R)-2-phenylethyl ester (639503-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

2: 95 percent / SiO₂ / CH₂Cl₂; methanol / 2 h / 20 °C

With boron trifluoride diethyl etherate; silica gel; In methanol; dichloromethane;

DOI:10.1016/S0957-4166(03)00592-5

upstream raw materials:

2-{(S)-[(R)-1-((R)-2-Benzoyloxy-1-phenyl-ethyl)-5-oxo-2,5-dihydro-1H-pyrrol-2-yl]-hydroxy-methyl}-benzoic acid methyl ester

methyl o-formylbenzoate

(2R)-2-<2-(tert-Butyldimethylsiloxy)pyrrol-1-yl>-2-phenylethylbenzoate

Downstream raw materials:

benzoic acid 2-[(2R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]pyrrolidin-1-yl]-(2R)-2-phenylethyl ester

benzoic acid 2-[2-oxo-(5R)-[(1S)-3-oxo-1,3-dihydroisobenzofuran-1-yl]pyrrolidin-1-yl]-(2R)-2-phenylethyl ester