N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-norvalyl-(4S)-4-{[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

Base Information

• Chemical Name: N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-norvalyl-(4S)-4-{[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline
• CAS No.: 1321614-50-9
• Molecular Formula: C₃₂H₄₁F₃N₄O₆
• Molecular Weight: 634.696
• Mol file: 1321614-50-9.mol

Synonyms:

Chemical Property of N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-norvalyl-(4S)-4-{[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-norvalyl-(4S)-4-{[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline

There total 5 articles about N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-norvalyl-(4S)-4-{[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline 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:

(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid (486460-00-8,922178-94-7) → N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-norvalyl-(4S)-4-{[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline (1321614-50-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide

2: palladium on activated charcoal; ammonium formate / methanol

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide

4: trifluoroacetic acid / 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

With palladium on activated charcoal; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In methanol; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2017.04.036

Reference yield:

C41H57F3N4O8 → N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-norvalyl-(4S)-4-{[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline (1321614-50-9)

Guidance literature:

With trifluoroacetic acid; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

DOI:10.1016/j.bmcl.2017.04.036

Reference yield:

1-benzyl 2-tert-butyl (2S,4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}pyrrolidine-1,2-dicarboxylate (1321614-28-1) → N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-norvalyl-(4S)-4-{[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline (1321614-50-9)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on activated charcoal; ammonium formate / methanol

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide

3: trifluoroacetic acid / 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

With palladium on activated charcoal; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In methanol; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2017.04.036

upstream raw materials:

N-benzyloxycarbonyl-4-cis-amino-L-proline tert-butyl ester

(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid

1-benzyl 2-tert-butyl (2S,4S)-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}pyrrolidine-1,2-dicarboxylate

Downstream raw materials:

N-[(1S)-1-carboxy-3-phenylpropyl]-L-norvalyl-(4S)-4-{[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-proline