[2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid

Base Information

• Chemical Name: [2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid
• CAS No.: 211989-81-0
• Molecular Formula: C₂₇H₃₈ClN₃O₇
• Molecular Weight: 552.068
• Mol file: 211989-81-0.mol

Synonyms:

Chemical Property of [2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid

There total 5 articles about [2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid 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:

[2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid ethyl ester (190509-53-6) → [2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid (211989-81-0)

Guidance literature:

With lithium hydroxide; In 1,2-dimethoxyethane; for 18h; Ambient temperature;

DOI:10.1021/jm9801713

Reference yield:

(2R)-[(tert-butoxycarbonyl)-amino](cyclohexyl)ethanoic acid (70491-05-3) → [2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid (211989-81-0)

Guidance literature:

Multi-step reaction with 5 steps

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

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

3: 92 percent / HOBT, Et₃N, EDC / dimethylformamide / 18 h / Ambient temperature

4: 78 percent / Cs₂CO₃ / dioxane / Ambient temperature

5: 1 M aq. LiOH / 1,2-dimethoxy-ethane / 18 h / Ambient temperature

With lithium hydroxide; benzotriazol-1-ol; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1021/jm9801713

Reference yield:

(S)-1-((R)-2-(tert-butoxycarbonylamino)-2-cyclohexylacetyl)pyrrolidine-2-carboxylic acid (146621-94-5) → [2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid (211989-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / HOBT, Et₃N, EDC / dimethylformamide / 18 h / Ambient temperature

2: 78 percent / Cs₂CO₃ / dioxane / Ambient temperature

3: 1 M aq. LiOH / 1,2-dimethoxy-ethane / 18 h / Ambient temperature

With lithium hydroxide; benzotriazol-1-ol; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1021/jm9801713

upstream raw materials:

[2-({[(S)-1-((R)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-4-chloro-phenoxy]-acetic acid ethyl ester

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

(S)-1-((R)-2-(tert-butoxycarbonylamino)-2-cyclohexylacetyl)pyrrolidine-2-carboxylic acid

N-Boc-Chg-Pro-OMe

Downstream raw materials:

{(R)-2-[(S)-2-(5-Chloro-2-ethylcarbamoylmethoxy-benzylcarbamoyl)-pyrrolidin-1-yl]-1-cyclohexyl-2-oxo-ethyl}-carbamic acid tert-butyl ester