1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid

Base Information

• Chemical Name: 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid
• CAS No.: 144690-41-5
• Molecular Formula: C₂₈H₃₄N₂O₅
• Molecular Weight: 478.588
• Mol file: 144690-41-5.mol

Synonyms:1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid

Chemical Property of 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid

There total 6 articles about 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid 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: 100.0%

ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate (144689-20-3) → 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid (144690-41-5)

Guidance literature:

With lithium hydroxide; In 1,4-dioxane; water; for 20h; Ambient temperature;

DOI:10.1021/jm950450f

Reference yield:

2-propyl-1H-imidazole-4,5-dicarboxylic acid (58954-23-7) → 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid (144690-41-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / HCl / Ambient temperature

2: 95 percent / diethyl ether; CH₂Cl₂ / 1 h / 10 - 15 °C

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

4: 100 percent / LiOH*H₂O / dioxane; H₂O / 20 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; potassium tert-butylate; In 1,4-dioxane; diethyl ether; dichloromethane; water;

DOI:10.1021/jm950450f

Reference yield:

4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester (114772-40-6) → 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid (144690-41-5)

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: 100 percent / LiOH*H₂O / dioxane; H₂O / 20 h / Ambient temperature

With lithium hydroxide; potassium tert-butylate; In 1,4-dioxane; water;

DOI:10.1021/jm950450f

upstream raw materials:

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

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

4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

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

Downstream raw materials:

pivaloyloxymethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

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

ethoxycarbonyloxymethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate