2-Propyl-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3H-imidazole-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2-Propyl-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3H-imidazole-4-carboxylic acid ethyl ester
• CAS No.: 1027968-99-5
• Molecular Formula: C₂₉H₂₆F₃N₇O₃
• Molecular Weight: 577.566
• Mol file: 1027968-99-5.mol

Synonyms:

Chemical Property of 2-Propyl-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3H-imidazole-4-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propyl-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3H-imidazole-4-carboxylic acid ethyl ester

There total 11 articles about 2-Propyl-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3H-imidazole-4-carboxylic acid 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:

2-Propyl-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid ethyl ester (1026262-77-0) → 2-Propyl-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3H-imidazole-4-carboxylic acid ethyl ester (1027968-99-5)

Guidance literature:

With citric acid; In methanol; for 1.5h; Heating;

DOI:10.1002/jlcr.2580340303

Reference yield:

4-iodobenzoic acid (619-58-9) → 2-Propyl-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3H-imidazole-4-carboxylic acid ethyl ester (1027968-99-5)

Guidance literature:

Multi-step reaction with 8 steps

1: oxalyl chloride, DMF / toluene / 1 h / Ambient temperature

2: LiCl, NaBH₄ / 1,2-dimethoxy-ethane / 1 h

3: 97.7 percent / (4-dimethylamino)pyridine, Et₃N / CH₂Cl₂ / Ambient temperature

4: 52 percent / Cs₂CO₃, (Ph₃)4Pd⁰ / dimethylformamide / 100 °C

5: 98.2 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 50 °C

6: Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

7: 1.) Cs₂CO₃ / 1.) DMF, 5 min, 2.) DMF, RT, 24 h

8: 10percent aq. citric acid / methanol / 1.5 h / Heating

With dmap; sodium tetrahydroborate; oxalyl dichloride; (Ph₃)4Pd⁰; tetrabutyl ammonium fluoride; caesium carbonate; triethylamine; N,N-dimethyl-formamide; citric acid; lithium chloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/jlcr.2580340303

Reference yield:

1.4-dibromobenzene (106-37-6) → 2-Propyl-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3H-imidazole-4-carboxylic acid ethyl ester (1027968-99-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, from -78 deg C to RT

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, a) -78 deg C, 15 min, b) from -78 deg C to RT

3: 95 percent / iodine monochloride / CCl₄ / 1.) RT, 30 min, 2.) reflux, 1 h

4: oxalyl chloride, DMF / toluene / 1 h / Ambient temperature

5: LiCl, NaBH₄ / 1,2-dimethoxy-ethane / 1 h

6: 97.7 percent / (4-dimethylamino)pyridine, Et₃N / CH₂Cl₂ / Ambient temperature

7: 52 percent / Cs₂CO₃, (Ph₃)4Pd⁰ / dimethylformamide / 100 °C

8: 98.2 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.75 h / 50 °C

9: Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

10: 1.) Cs₂CO₃ / 1.) DMF, 5 min, 2.) DMF, RT, 24 h

11: 10percent aq. citric acid / methanol / 1.5 h / Heating

With dmap; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; (Ph₃)4Pd⁰; tetrabutyl ammonium fluoride; Iodine monochloride; caesium carbonate; triethylamine; N,N-dimethyl-formamide; citric acid; lithium chloride; In tetrahydrofuran; methanol; tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/jlcr.2580340303

upstream raw materials:

2-Propyl-5-[2-(2,2,2-trifluoro-acetyl)-pyrrol-1-yl]-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid ethyl ester

4-iodobenzoic acid

1.4-dibromobenzene

4-iodo-benzyl alcohol

Downstream raw materials:

CI 996