L-Methionine, N-[[5-[[[1-[(4-cyanophenyl)methyl]-1H-imidazol-5-yl]methyl]amino][1,1'-bi phenyl]-2-yl]carbonyl]-, methyl ester

Base Information

• Chemical Name: L-Methionine, N-[[5-[[[1-[(4-cyanophenyl)methyl]-1H-imidazol-5-yl]methyl]amino][1,1'-bi phenyl]-2-yl]carbonyl]-, methyl ester
• CAS No.: 655234-30-3
• Molecular Formula: C31H31N5O3S
• Molecular Weight: 553.685
• Mol file: 655234-30-3.mol

Synonyms:

Chemical Property of L-Methionine, N-[[5-[[[1-[(4-cyanophenyl)methyl]-1H-imidazol-5-yl]methyl]amino][1,1'-bi phenyl]-2-yl]carbonyl]-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Methionine, N-[[5-[[[1-[(4-cyanophenyl)methyl]-1H-imidazol-5-yl]methyl]amino][1,1'-bi phenyl]-2-yl]carbonyl]-, methyl ester

There total 9 articles about L-Methionine, N-[[5-[[[1-[(4-cyanophenyl)methyl]-1H-imidazol-5-yl]methyl]amino][1,1'-bi phenyl]-2-yl]carbonyl]-, methyl 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: 75.0%

(S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride (2491-18-1) + 5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid (489409-15-6) → 2-[(5-{[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-biphenyl-2-carbonyl)-amino]-4-methylsulfanyl-butyric acid methyl ester (655234-30-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm030236o

Reference yield:

4-Nitro-2-phenylbenzoic acid (124391-60-2) → 2-[(5-{[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-biphenyl-2-carbonyl)-amino]-4-methylsulfanyl-butyric acid methyl ester (655234-30-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: SOCl₂ / 20 °C

2.1: 1.84 g / CH₂Cl₂ / 2 h / 20 °C

3.1: 100 percent / H₂ / Pd-C / tetrahydrofuran / 48 h / atmospheric pressure

4.1: TiCl₄ / CH₂Cl₂ / 0.5 h / 20 °C

4.2: 73 percent / NaBCNH₃ / CH₂Cl₂; methanol

5.1: TFA / CH₂Cl₂ / 1 h

6.1: 75 percent / triethylamine; HOBt; EDCl / CH₂Cl₂ / 0 - 20 °C

With thionyl chloride; hydrogen; titanium tetrachloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm030236o

Reference yield:

4-nitro-2-phenylbenzoic acid tert-butyl ester (191105-38-1) → 2-[(5-{[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-biphenyl-2-carbonyl)-amino]-4-methylsulfanyl-butyric acid methyl ester (655234-30-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 100 percent / H₂ / Pd-C / tetrahydrofuran / 48 h / atmospheric pressure

2.1: TiCl₄ / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 73 percent / NaBCNH₃ / CH₂Cl₂; methanol

3.1: TFA / CH₂Cl₂ / 1 h

4.1: 75 percent / triethylamine; HOBt; EDCl / CH₂Cl₂ / 0 - 20 °C

With hydrogen; titanium tetrachloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm030236o

upstream raw materials:

(S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride

5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid

4-Nitro-2-phenylbenzoic acid

4-amino-2-phenylbenzoic acid, tert-butyl ester