(S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 207445-01-0
• Molecular Formula: C₂₉H₃₇N₃O₆
• Molecular Weight: 523.629
• Mol file: 207445-01-0.mol

Synonyms:(S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-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-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

There total 3 articles about (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-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:

Cbz-D-Phe (2448-45-5) → (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (207445-01-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / water soluble carbodiimide hydrochloride, HOBt, DMAP, TEA / dimethylformamide / Ambient temperature

2: H₂ / Pd/C / methanol

3: water soluble carbodiimide hydrochloride, HOBt, DMAP, TEA / dimethylformamide / Ambient temperature

With dmap; TEA; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.697

Reference yield:

3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-propionic acid tert-butyl ester (207445-00-9) → (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (207445-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol

2: water soluble carbodiimide hydrochloride, HOBt, DMAP, TEA / dimethylformamide / Ambient temperature

With dmap; TEA; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.697

Reference yield:

tert-butyl 3-aminopropanoate hydrochloride (58620-93-2) → (S)-2-[(R)-1-(2-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (207445-01-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / water soluble carbodiimide hydrochloride, HOBt, DMAP, TEA / dimethylformamide / Ambient temperature

2: H₂ / Pd/C / methanol

3: water soluble carbodiimide hydrochloride, HOBt, DMAP, TEA / dimethylformamide / Ambient temperature

With dmap; TEA; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.697

upstream raw materials:

Cbz-D-Phe

tert-butyl 3-aminopropanoate hydrochloride

3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-propionic acid tert-butyl ester

Downstream raw materials:

3-{(R)-2-[((S)-1-Methoxyoxalyl-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionylamino}-propionic acid tert-butyl ester

((S)-2-{(R)-1-[2-(4-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidin-1-yl)-oxo-acetic acid methyl ester

((S)-2-{(R)-1-[2-(2-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidin-1-yl)-oxo-acetic acid methyl ester

((S)-2-{(R)-1-[2-(3-tert-Butoxycarbonylmethoxy-phenylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidin-1-yl)-oxo-acetic acid methyl ester