1-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: 1-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid ethyl ester
• CAS No.: 154237-79-3
• Molecular Formula: C₂₈H₃₄N₂O₅
• Molecular Weight: 478.588
• Mol file: 154237-79-3.mol

Synonyms:1-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid ethyl ester

Chemical Property of 1-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid ethyl ester

There total 4 articles about 1-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-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: 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) → 1-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid ethyl ester (154237-79-3)

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: 66 percent / LiAlH(O-t-Bu)3 / tetrahydrofuran / 120 h / Ambient temperature

With hydrogenchloride; potassium tert-butylate; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran;

DOI:10.1021/jm950450f

Reference yield:

diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate (144689-94-1) → 1-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid ethyl ester (154237-79-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 66 percent / LiAlH(O-t-Bu)3 / tetrahydrofuran / 120 h / Ambient temperature

With potassium tert-butylate; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran;

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:

4'-(4,5-Bis-hydroxymethyl-2-propyl-imidazol-1-ylmethyl)-biphenyl-2-carboxylic acid tert-butyl ester

1-(2'-Carboxy-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid ethyl ester