ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate

Base Information

• Chemical Name: ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate
• CAS No.: 172876-10-7
• Molecular Formula: C₂₄H₂₆N₂O₄
• Molecular Weight: 406.481
• Mol file: 172876-10-7.mol

Synonyms:ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate

Chemical Property of ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate

There total 7 articles about ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate 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: 89.0%

3-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-methyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester (172876-05-0) → ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate (172876-10-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 16h; Ambient temperature;

DOI:10.1021/jm950450f

Reference yield:

2-propyl-1H-imidazole-4,5-dicarboxylic acid (58954-23-7) → ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate (172876-10-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 86 percent / HCl / Ambient temperature

2: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h

3: 82 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 20 h / -5 °C

4: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 61 percent / Bu₃SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating

6: 89 percent / HCl / dioxane / 16 h / Ambient temperature

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; tri-n-butyl-tin hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;

DOI:10.1021/jm950450f

Reference yield:

diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate (144689-94-1) → ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate (172876-10-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h

2: 82 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 20 h / -5 °C

3: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 61 percent / Bu₃SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating

5: 89 percent / HCl / dioxane / 16 h / Ambient temperature

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; tri-n-butyl-tin hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;

DOI:10.1021/jm950450f

upstream raw materials:

3-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-methyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester

2-propyl-1H-imidazole-4,5-dicarboxylic acid

diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate

ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-hydroxymethyl-2-propylimidazole-5-carboxylate