(S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-cyano-thiazol-2-ylmethyl)-amide

Base Information

• Chemical Name: (S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-cyano-thiazol-2-ylmethyl)-amide
• CAS No.: 775273-10-4
• Molecular Formula: C₂₅H₂₅N₅O₂S
• Molecular Weight: 459.572
• Mol file: 775273-10-4.mol

Synonyms:(S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-cyano-thiazol-2-ylmethyl)-amide

Chemical Property of (S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-cyano-thiazol-2-ylmethyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-cyano-thiazol-2-ylmethyl)-amide

There total 5 articles about (S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-cyano-thiazol-2-ylmethyl)-amide 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:

((R)-1-{(S)-2-[(4-Cyano-thiazol-2-ylmethyl)-carbamoyl]-pyrrolidine-1-carbonyl}-2,2-diphenyl-ethyl)-carbamic acid tert-butyl ester → (S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-cyano-thiazol-2-ylmethyl)-amide (775273-10-4)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃;

DOI:10.1021/jm030025j

Reference yield:

2-((tert-butoxycarbonylamino)methyl)thiazole-4-carboxylic acid (71904-80-8) → (S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-cyano-thiazol-2-ylmethyl)-amide (775273-10-4)

Guidance literature:

Multi-step reaction with 5 steps

1: isobutyl chloroformate; aq. NH₃; NMM / tetrahydrofuran

2: (CF₃CO)2O; Et₃N / CH₂Cl₂

3: HCl / ethyl acetate

4: EDC; HOBT; Et₃N / dimethylformamide / 20 °C

5: HCl / ethyl acetate / 20 °C

With 4-methyl-morpholine; hydrogenchloride; ammonium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic anhydride; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm030025j

Reference yield:

2-(tert-butoxycarbonylaminomethyl)-1,3-thiazole-4-carboxamide (182120-82-7) → (S)-1-((R)-2-Amino-3,3-diphenyl-propionyl)-pyrrolidine-2-carboxylic acid (4-cyano-thiazol-2-ylmethyl)-amide (775273-10-4)

Guidance literature:

Multi-step reaction with 4 steps

1: (CF₃CO)2O; Et₃N / CH₂Cl₂

2: HCl / ethyl acetate

3: EDC; HOBT; Et₃N / dimethylformamide / 20 °C

4: HCl / ethyl acetate / 20 °C

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic anhydride; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm030025j

upstream raw materials:

2-((tert-butoxycarbonylamino)methyl)thiazole-4-carboxylic acid

2-(tert-butoxycarbonylaminomethyl)-1,3-thiazole-4-carboxamide

2-[N-(tert-butoxycarbonyl)aminomethyl]thiazole-4-carbonitrile