[(S)-5-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-5-benzylcarbamoyl-pentyl]-carbamic acid benzyl ester

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Chemical Name:[(S)-5-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-5-benzylcarbamoyl-pentyl]-carbamic acid benzyl ester
CAS No.:246870-35-9
Molecular Formula:C₃₂H₃₈N₄O₄
Molecular Weight:542.678
Hs Code.:

Synonyms:[(S)-5-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-5-benzylcarbamoyl-pentyl]-carbamic acid benzyl ester

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Chemical Property of [(S)-5-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-5-benzylcarbamoyl-pentyl]-carbamic acid benzyl ester

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Technology Process of [(S)-5-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-5-benzylcarbamoyl-pentyl]-carbamic acid benzyl ester

There total 10 articles about [(S)-5-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-5-benzylcarbamoyl-pentyl]-carbamic 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: 83.0%

: 246870-34-8
[(R)-3-Benzyl-1-((S)-1-benzylcarbamoyl-5-benzyloxycarbonylamino-pentyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

: 246870-35-9
[(S)-5-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-5-benzylcarbamoyl-pentyl]-carbamic acid benzyl ester

Guidance literature:: With trifluoroacetic acid; In chloroform; at 20 ℃; for 18h;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 2389-45-9
Boc-Lys(Z)-OH

: 246870-35-9
[(S)-5-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-5-benzylcarbamoyl-pentyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: HOBT; EDCI / 12 h / 20 °C

1.2: 66 percent / CF₃COOH / CHCl₃ / 12 h / 20 °C

2.1: 37 percent / HOBT; EDCI / CH₂Cl₂ / 20 °C

3.1: 100 percent / 20 h / 20 °C

4.1: 86 percent / NaH / dimethylformamide; CH₂Cl₂ / 2 h / 0 °C

5.1: 83 percent / CF₃COOH / CHCl₃ / 18 h / 20 °C

With sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide; 1.1: Condensation / 1.2: Hydrolysis / 2.1: Condensation / 3.1: Alkylation / 4.1: Cyclization / 5.1: Hydrolysis;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 100-46-9
benzylamine

: 246870-35-9
[(S)-5-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-5-benzylcarbamoyl-pentyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: HOBT; EDCI / 12 h / 20 °C

1.2: 66 percent / CF₃COOH / CHCl₃ / 12 h / 20 °C

2.1: 37 percent / HOBT; EDCI / CH₂Cl₂ / 20 °C

3.1: 100 percent / 20 h / 20 °C

4.1: 86 percent / NaH / dimethylformamide; CH₂Cl₂ / 2 h / 0 °C

5.1: 83 percent / CF₃COOH / CHCl₃ / 18 h / 20 °C

With sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide; 1.1: Condensation / 1.2: Hydrolysis / 2.1: Condensation / 3.1: Alkylation / 4.1: Cyclization / 5.1: Hydrolysis;
DOI:10.1016/S0040-4020(99)00561-X