(S)-2-(3-Cyclohex-1-enyl-phenylamino)-4-methyl-pentanoic acid [2-(4-methoxy-phenylamino)-ethyl]-amide

Base Information

• Chemical Name: (S)-2-(3-Cyclohex-1-enyl-phenylamino)-4-methyl-pentanoic acid [2-(4-methoxy-phenylamino)-ethyl]-amide
• CAS No.: 911702-21-1
• Molecular Formula: C₂₇H₃₇N₃O₂
• Molecular Weight: 435.61
• Mol file: 911702-21-1.mol

Synonyms:(S)-2-(3-Cyclohex-1-enyl-phenylamino)-4-methyl-pentanoic acid [2-(4-methoxy-phenylamino)-ethyl]-amide

Chemical Property of (S)-2-(3-Cyclohex-1-enyl-phenylamino)-4-methyl-pentanoic acid [2-(4-methoxy-phenylamino)-ethyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(3-Cyclohex-1-enyl-phenylamino)-4-methyl-pentanoic acid [2-(4-methoxy-phenylamino)-ethyl]-amide

There total 5 articles about (S)-2-(3-Cyclohex-1-enyl-phenylamino)-4-methyl-pentanoic acid [2-(4-methoxy-phenylamino)-ethyl]-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: 74.0%

N-[3-(cyclohex-1-enyl)phenyl]-L-leucine (922523-65-7) + N-(4-methoxyphenyl)ethane-1,2-diamine (24455-93-4) → (S)-2-(3-Cyclohex-1-enyl-phenylamino)-4-methyl-pentanoic acid [2-(4-methoxy-phenylamino)-ethyl]-amide (911702-21-1)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; for 10h;

DOI:10.1016/j.bmc.2006.06.032

Reference yield:

1,3-dibromobenzene (108-36-1) → (S)-2-(3-Cyclohex-1-enyl-phenylamino)-4-methyl-pentanoic acid [2-(4-methoxy-phenylamino)-ethyl]-amide (911702-21-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran; hexane / -78 °C

1.2: 73 percent / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: 87 percent / TsOH*H₂O / toluene / 0.5 h / Heating

3.1: 14 percent / K₂CO₃; CuBr*Me₂S / N,N-dimethyl-acetamide / 3 h / 120 °C

4.1: 74 percent / 1-hydroxybenzotriazole; 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl; triethylamine / dimethylformamide / 10 h

With n-butyllithium; copper(I) bromide dimethylsulfide complex; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; hexane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2006.06.032

Reference yield:

1-bromo-3-(cyclohex-1-enyl)benzene (19920-87-7) → (S)-2-(3-Cyclohex-1-enyl-phenylamino)-4-methyl-pentanoic acid [2-(4-methoxy-phenylamino)-ethyl]-amide (911702-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 14 percent / K₂CO₃; CuBr*Me₂S / N,N-dimethyl-acetamide / 3 h / 120 °C

2: 74 percent / 1-hydroxybenzotriazole; 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl; triethylamine / dimethylformamide / 10 h

With copper(I) bromide dimethylsulfide complex; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.06.032

upstream raw materials:

N-[3-(cyclohex-1-enyl)phenyl]-L-leucine

N-(4-methoxyphenyl)ethane-1,2-diamine

1,3-dibromobenzene

1-bromo-3-(cyclohex-1-enyl)benzene