1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl ester
• CAS No.: 441794-70-3
• Molecular Formula: C₂₆H₃₁NO₅
• Molecular Weight: 437.536
• Mol file: 441794-70-3.mol

Synonyms:1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl ester

Chemical Property of 1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl ester

There total 1 articles about 1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl 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: 89.0%

succinic acid monobenzyl ester (103-40-2) + (2S,4S,5R)-4-Isopropyl-5-phenyl-pyrrolidine-2-carboxylic acid methyl ester → 1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl ester (441794-70-3)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo011184i

Reference yield:

1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl ester (441794-70-3) → (2S,3R,8aS)-2-Isopropyl-5,8-dioxo-3-phenyl-octahydro-indolizine-7-carboxylic acid benzyl ester

Guidance literature:

With sodium tert-pentoxide; In tetrahydrofuran; at -20 ℃;

DOI:10.1021/jo011184i

Reference yield:

1-(3-benzyloxycarbonylpropionyl)-4S-isopropyl-5R-phenylpyrrolidine-2S-carboxylic acid methyl ester (441794-70-3) → (S)-5-((2S,4S,5R)-4-Isopropyl-5-phenyl-pyrrolidin-2-yl)-dihydro-furan-2-one

Guidance literature:

Multi-step reaction with 4 steps

1: sodium tert-pentoxide / tetrahydrofuran / -20 °C

2: 570 mg / H₂ / Pd/C / methanol

3: 66 percent / L-Selectride / tetrahydrofuran / 1 h / -78 °C

4: HCl conc. / methanol / 72 h / Heating

With hydrogenchloride; hydrogen; sodium tert-pentoxide; L-Selectride; palladium on activated charcoal; In tetrahydrofuran; methanol; 1: Dieckmann cyclization;

DOI:10.1021/jo011184i

upstream raw materials:

succinic acid monobenzyl ester

Downstream raw materials:

2S-isopropyl-3R-phenylhexahydroindolizine-5,8-dione

8S-hydroxy-2S-isopropyl-3R-phenylhexahydroindolizine-5-one

3S-isopropyl-5S-(5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester

3S-isopropyl-5S-(4S-isopropyl-5-oxotetrahydrofuran-2S-yl)-2R-phenylpyrrolidin-1-carboxylic acid tert-butyl ester