(S)-2-[(R)-1-(1-Carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-2-[(R)-1-(1-Carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 223648-52-0
• Molecular Formula: C₂₃H₃₀N₄O₅
• Molecular Weight: 442.515
• Mol file: 223648-52-0.mol

Synonyms:(S)-2-[(R)-1-(1-Carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of (S)-2-[(R)-1-(1-Carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(R)-1-(1-Carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

There total 6 articles about (S)-2-[(R)-1-(1-Carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl 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: 50.0%

1-((R)-3-Amino-2-oxo-pyrrolidin-1-yl)-cyclopentanecarboxylic acid amide; hydrochloride + N-Benzyloxycarbonyl-L-proline (1148-11-4) → (S)-2-[(R)-1-(1-Carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (223648-52-0)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; for 48h;

DOI:10.1021/jm980656r

Reference yield:

1-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid (35264-09-6) → (S)-2-[(R)-1-(1-Carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (223648-52-0)

Guidance literature:

Multi-step reaction with 6 steps

1: EDC*HCl, HOBt, NH₃, NEt₃

2: 4N HCl/dioxane / Ambient temperature

3: 50 percent / bromotris(pyrrolidino)phosphonium haxafluorophosphate, DMAP, diisopropylethylamine / CH₂Cl₂ / 48 h

4: 1.) MeI, 2.) NaH / 1.) DMF, 1 d, 2.) DMF, CH₂Cl₂, 0 deg C, 2 h

5: 4N HCl/dioxane / Ambient temperature

6: 50 percent / bromotris(pyrrolidino)phosphonium haxafluorophosphate, DMAP, diisopropylethylamine / CH₂Cl₂ / 48 h

With hydrogenchloride; dmap; ammonia; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; methyl iodide; In dichloromethane;

DOI:10.1021/jm980656r

Reference yield:

1-amino-cyclopentanecarboxylic acid amide hydrochloride salt → (S)-2-[(R)-1-(1-Carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (223648-52-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / bromotris(pyrrolidino)phosphonium haxafluorophosphate, DMAP, diisopropylethylamine / CH₂Cl₂ / 48 h

2: 1.) MeI, 2.) NaH / 1.) DMF, 1 d, 2.) DMF, CH₂Cl₂, 0 deg C, 2 h

3: 4N HCl/dioxane / Ambient temperature

4: 50 percent / bromotris(pyrrolidino)phosphonium haxafluorophosphate, DMAP, diisopropylethylamine / CH₂Cl₂ / 48 h

With hydrogenchloride; dmap; sodium hydride; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; methyl iodide; In dichloromethane;

DOI:10.1021/jm980656r

upstream raw materials:

N-Benzyloxycarbonyl-L-proline

1-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid

1-tert-butoxycarbonylamino-1-cyclopentanecarboxamide

[1-(1-carbamoyl-cyclopentyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid tert-butyl ester