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

Base Information

• Chemical Name: phthalidyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate
• CAS No.: 144690-52-8
• Molecular Formula: C₃₆H₃₈N₂O₇
• Molecular Weight: 610.707
• Mol file: 144690-52-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about phthalidyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-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: 95.0%

3-Chloromethyl-3H-isobenzofuran-1-one + 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid (144690-41-5) → phthalidyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate (144690-52-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl acetamide; at 20 - 50 ℃; for 3h;

DOI:10.1021/jm950450f

Reference yield:

2-propyl-1H-imidazole-4,5-dicarboxylic acid (58954-23-7) → phthalidyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate (144690-52-8)

Guidance literature:

Multi-step reaction with 5 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

5: 95 percent / K₂CO₃ / N,N-dimethyl-acetamide / 3 h / 20 - 50 °C

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

DOI:10.1021/jm950450f

Reference yield:

4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester (114772-40-6) → phthalidyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate (144690-52-8)

Guidance literature:

Multi-step reaction with 3 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

3: 95 percent / K₂CO₃ / N,N-dimethyl-acetamide / 3 h / 20 - 50 °C

With lithium hydroxide; potassium tert-butylate; potassium carbonate; In 1,4-dioxane; N,N-dimethyl acetamide; water;

DOI:10.1021/jm950450f

upstream raw materials:

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

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