5-[(S)-2-[(6-Carboxy-1H-benzoimidazole-5-carbonyl)-amino]-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

Base Information

• Chemical Name: 5-[(S)-2-[(6-Carboxy-1H-benzoimidazole-5-carbonyl)-amino]-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl ester
• CAS No.: 174611-05-3
• Molecular Formula: C₄₀H₃₁FN₄O₈
• Molecular Weight: 714.707
• Mol file: 174611-05-3.mol

Synonyms:5-[(S)-2-[(6-Carboxy-1H-benzoimidazole-5-carbonyl)-amino]-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

Chemical Property of 5-[(S)-2-[(6-Carboxy-1H-benzoimidazole-5-carbonyl)-amino]-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(S)-2-[(6-Carboxy-1H-benzoimidazole-5-carbonyl)-amino]-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

There total 2 articles about 5-[(S)-2-[(6-Carboxy-1H-benzoimidazole-5-carbonyl)-amino]-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl 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:

1H-benzimidazole-5,6-dicarboxylic acid (10351-75-4) → 5-[(S)-2-[(6-Carboxy-1H-benzoimidazole-5-carbonyl)-amino]-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl ester (174611-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / 0.33 h / 120 °C

2: acetonitrile / 3.5 h / Heating

In acetonitrile;

DOI:10.1021/jm9508907

Reference yield:

1S-1-(3,5-dibenzyloxycarbonylphenylaminocarbonyl)-2-(2-fluorophenyl)ethylamine (174611-08-6) + benzimidazole-5,6-dicarboxylic acid anhydride (167993-16-0) → 5-[(S)-2-[(6-Carboxy-1H-benzoimidazole-5-carbonyl)-amino]-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl ester (174611-05-3)

Guidance literature:

In acetonitrile; for 3.5h; Heating;

DOI:10.1021/jm9508907

Reference yield:

5-[(S)-2-[(6-Carboxy-1H-benzoimidazole-5-carbonyl)-amino]-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl ester (174611-05-3) → 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-benzoimidazole-5-carbonyl}-amino)-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid

Guidance literature:

Multi-step reaction with 2 steps

1: bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 24 h / Ambient temperature

2: H₂ / 10percent Pd/C / tetrahydrofuran; methanol

With hydrogen; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm9508907

upstream raw materials:

1S-1-(3,5-dibenzyloxycarbonylphenylaminocarbonyl)-2-(2-fluorophenyl)ethylamine

benzimidazole-5,6-dicarboxylic acid anhydride

1H-benzimidazole-5,6-dicarboxylic acid

Downstream raw materials:

5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-benzoimidazole-5-carbonyl}-amino)-3-(2-fluoro-phenyl)-propionylamino]-isophthalic acid dibenzyl ester