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

Base Information

• Chemical Name: ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-hydroxymethyl-2-propylimidazole-5-carboxylate
• CAS No.: 144690-86-8
• Molecular Formula: C₂₈H₃₄N₂O₅
• Molecular Weight: 478.588
• Mol file: 144690-86-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-hydroxymethyl-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: 82.0%

diethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylate (144690-85-7) → ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-hydroxymethyl-2-propylimidazole-5-carboxylate (144690-86-8)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -5 ℃; for 20h;

DOI:10.1021/jm950450f

Reference yield: 66.0%

diethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylate (144690-85-7) → ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-hydroxymethyl-2-propylimidazole-5-carboxylate (144690-86-8) + 1-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid ethyl ester (154237-79-3)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; for 120h; Ambient temperature;

DOI:10.1021/jm950450f

Reference yield:

2-propyl-1H-imidazole-4,5-dicarboxylic acid (58954-23-7) → ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-hydroxymethyl-2-propylimidazole-5-carboxylate (144690-86-8)

Guidance literature:

Multi-step reaction with 3 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

With hydrogenchloride; potassium tert-butylate; diisobutylaluminium hydride; In tetrahydrofuran; toluene;

DOI:10.1021/jm950450f

upstream raw materials:

diethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylate

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

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

2-propylimidazole-4,5-dicarbonitrile

Downstream raw materials:

Oxalic acid 1-(2'-tert-butoxycarbonyl-biphenyl-4-ylmethyl)-5-ethoxycarbonyl-2-propyl-1H-imidazol-4-ylmethyl ester ethyl ester

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

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

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester