N-(2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)-3-(3,4-dihydroxy-phenyl)propionamide

Base Information

• Chemical Name: N-(2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)-3-(3,4-dihydroxy-phenyl)propionamide
• CAS No.: 1370339-84-6
• Molecular Formula: C₃₁H₃₂ClN₇O₃
• Molecular Weight: 586.093
• Mol file: 1370339-84-6.mol

Synonyms:N-(2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)-3-(3,4-dihydroxy-phenyl)propionamide

Chemical Property of N-(2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)-3-(3,4-dihydroxy-phenyl)propionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)-3-(3,4-dihydroxy-phenyl)propionamide

There total 6 articles about N-(2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)-3-(3,4-dihydroxy-phenyl)propionamide 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: 68.0%

3-(3,4-bis-benzyloxy-phenyl)-N-(2-n-butyl-5-chloro-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)propionamide (1370339-83-5) → N-(2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)-3-(3,4-dihydroxy-phenyl)propionamide (1370339-84-6)

Guidance literature:

With 30% Pd/C; hydrogen; In methanol; chloroform; at 20 ℃; for 0.75h; under 760.051 Torr;

DOI:10.1016/j.ejmech.2012.01.043

Reference yield:

benzyl 3-(3,4-bis(benzyloxy)phenyl)propanoate (1375180-02-1) → N-(2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)-3-(3,4-dihydroxy-phenyl)propionamide (1370339-84-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol; water / 2 h / Reflux

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 20 h / 60 °C / Inert atmosphere

2.2: 4 h / 60 °C / Inert atmosphere

3.1: 30% Pd/C; hydrogen / methanol; chloroform / 0.75 h / 20 °C / 760.05 Torr

With 30% Pd/C; hydrogen; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; chloroform; water;

DOI:10.1016/j.ejmech.2012.01.043

Reference yield:

dihydrocaffeic acid (1078-61-1) → N-(2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)-3-(3,4-dihydroxy-phenyl)propionamide (1370339-84-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 60 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol; water / 2 h / Reflux

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 20 h / 60 °C / Inert atmosphere

3.2: 4 h / 60 °C / Inert atmosphere

4.1: 30% Pd/C; hydrogen / methanol; chloroform / 0.75 h / 20 °C / 760.05 Torr

With 30% Pd/C; hydrogen; potassium carbonate; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.01.043

upstream raw materials:

benzyl 3-(3,4-bis(benzyloxy)phenyl)propanoate

1-((2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-butyl-4-chloro-1H-imidazole-5-carbaldehyde oxime

2-n-butyl-5-chloro-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carbaldehyde o-trityloxime

(2-n-butyl-5-chloro-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-yl)methylamine