tert-butyl (R)-2-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate

Base Information

• Chemical Name: tert-butyl (R)-2-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate
• CAS No.: 213037-48-0
• Molecular Formula: C₂₅H₃₆ClN₃O₄
• Molecular Weight: 478.032
• Mol file: 213037-48-0.mol

Synonyms:tert-butyl (R)-2-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate

Chemical Property of tert-butyl (R)-2-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (R)-2-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate

There total 3 articles about tert-butyl (R)-2-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate 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: 80.0%

(S)-N-(3-chlorobenzyl)pyrrolidine-2-carboxamide hydrochloride (1189747-64-5) + (2R)-[(tert-butoxycarbonyl)-amino](cyclohexyl)ethanoic acid (70491-05-3) → tert-butyl (R)-2-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate (213037-48-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jm9016416

Reference yield:

(2R)-[(tert-butoxycarbonyl)-amino](cyclohexyl)ethanoic acid (70491-05-3) → tert-butyl (R)-2-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate (213037-48-0)

Guidance literature:

Multi-step reaction with 3 steps

1: HOBT, Et₃N, EDC / dimethylformamide / 18 h / Ambient temperature

2: 1 M aq. LiOH / 1,2-dimethoxy-ethane / 18 h / Ambient temperature

3: HOBT, Et₃N, EDC / dimethylformamide / 18 h / Ambient temperature

With lithium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1021/jm9801713

Reference yield:

N-Boc-Chg-Pro-OMe (190509-47-8) → tert-butyl (R)-2-((S)-2-(3-chlorobenzylcarbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethylcarbamate (213037-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 M aq. LiOH / 1,2-dimethoxy-ethane / 18 h / Ambient temperature

2: HOBT, Et₃N, EDC / dimethylformamide / 18 h / Ambient temperature

With lithium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1021/jm9801713

upstream raw materials:

(2R)-[(tert-butoxycarbonyl)-amino](cyclohexyl)ethanoic acid

N-Boc-Chg-Pro-OMe

(S)-N-(3-chlorobenzyl)pyrrolidine-2-carboxamide hydrochloride

Downstream raw materials:

(S)-1-((R)-2-amino-2-cyclohexylacetyl)-N-(3-chlorobenzyl)pyrrolidine-2-carboxamide hydrochloride