Phenylalanine, N-[(2-[1,1'-biphenyl]-4-yl-6-methyl-4-pyrimidinyl)carbonyl]-4-chloro-, ethyl ester

Base Information

• Chemical Name: Phenylalanine, N-[(2-[1,1'-biphenyl]-4-yl-6-methyl-4-pyrimidinyl)carbonyl]-4-chloro-, ethyl ester
• CAS No.: 870266-03-8
• Molecular Formula: C29H26ClN3O3
• Molecular Weight: 499.997
• Mol file: 870266-03-8.mol

Synonyms:

Chemical Property of Phenylalanine, N-[(2-[1,1'-biphenyl]-4-yl-6-methyl-4-pyrimidinyl)carbonyl]-4-chloro-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenylalanine, N-[(2-[1,1'-biphenyl]-4-yl-6-methyl-4-pyrimidinyl)carbonyl]-4-chloro-, ethyl ester

There total 3 articles about Phenylalanine, N-[(2-[1,1'-biphenyl]-4-yl-6-methyl-4-pyrimidinyl)carbonyl]-4-chloro-, ethyl 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: 77.0%

2-biphenyl-4-yl-6-methyl-pyrimidine-4-carboxylic acid (870266-02-7) + 2-amino-3-(4-chlorophenyl)propionic acid ethyl ester hydrochloride (52031-05-7,51366-22-4) → 2-[(2-biphenyl-4-yl-6-methyl-pyrimidine-4-carbonyl)amino]-3-(4-chloro-phenyl)propionic acid ethyl ester (870266-03-8)

Guidance literature:

With dmap; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 20 ℃; for 15h;

Reference yield:

methyl 2-chloro-6-methylpyrimidine-4-carboxylate (89793-11-3) → 2-[(2-biphenyl-4-yl-6-methyl-pyrimidine-4-carbonyl)amino]-3-(4-chloro-phenyl)propionic acid ethyl ester (870266-03-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium fluoride / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine / tetrahydrofuran / 8 h / 20 °C / Heating / reflux

2.1: lithium hydroxide; water / tetrahydrofuran / 3 h / 20 °C

2.2: pH ~ 5

3.1: dmap; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 15 h / 20 °C

With dmap; potassium fluoride; lithium hydroxide; water; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; In tetrahydrofuran; dichloromethane; 1.1: Suzuki Coupling;

Reference yield:

4-biphenylboronic acid (5122-94-1) → 2-[(2-biphenyl-4-yl-6-methyl-pyrimidine-4-carbonyl)amino]-3-(4-chloro-phenyl)propionic acid ethyl ester (870266-03-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium fluoride / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine / tetrahydrofuran / 8 h / 20 °C / Heating / reflux

2.1: lithium hydroxide; water / tetrahydrofuran / 3 h / 20 °C

2.2: pH ~ 5

3.1: dmap; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 15 h / 20 °C

With dmap; potassium fluoride; lithium hydroxide; water; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; In tetrahydrofuran; dichloromethane; 1.1: Suzuki Coupling;

upstream raw materials:

2-biphenyl-4-yl-6-methyl-pyrimidine-4-carboxylic acid

2-amino-3-(4-chlorophenyl)propionic acid ethyl ester hydrochloride

4-biphenylboronic acid

methyl 2-chloro-6-methylpyrimidine-4-carboxylate