4-tert-butyl-5-[3-hydroxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran

Base Information

• Chemical Name: 4-tert-butyl-5-[3-hydroxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran
• CAS No.: 1426250-60-3
• Molecular Formula: C₂₄H₂₈N₂O₂
• Molecular Weight: 376.499
• Mol file: 1426250-60-3.mol

Synonyms:4-tert-butyl-5-[3-hydroxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran

Chemical Property of 4-tert-butyl-5-[3-hydroxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-tert-butyl-5-[3-hydroxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran

There total 3 articles about 4-tert-butyl-5-[3-hydroxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran 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: 97.0%

4-tert-butyl-5-[3-methoxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran (1426250-57-8) → 4-tert-butyl-5-[3-hydroxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran (1426250-60-3)

Guidance literature:

With sodium thiomethoxide; In N,N-dimethyl-formamide; at 20 - 140 ℃; for 0.5h; Inert atmosphere;

DOI:10.3987/COM-12-12602

Reference yield:

5-(4-bromo-3-methoxyphenyl)-4-tert-butyl-3,3-dimethyl-2,3-dihydrofuran → 4-tert-butyl-5-[3-hydroxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran (1426250-60-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: trifluoromethylsulfonic anhydride; Triphenylphosphine oxide / dichloromethane / 20 °C / Inert atmosphere

3.1: sodium thiomethoxide / N,N-dimethyl-formamide / 0.5 h / 20 - 140 °C / Inert atmosphere

With n-butyllithium; trifluoromethylsulfonic anhydride; Triphenylphosphine oxide; sodium thiomethoxide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3987/COM-12-12602

Reference yield:

5-(4-carboxy-3-methoxyphenyl)-4-tert-butyl-3,3-dimethyl-2,3-dihydrofuran (244124-41-2) → 4-tert-butyl-5-[3-hydroxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran (1426250-60-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoromethylsulfonic anhydride; Triphenylphosphine oxide / dichloromethane / 20 °C / Inert atmosphere

2: sodium thiomethoxide / N,N-dimethyl-formamide / 0.5 h / 20 - 140 °C / Inert atmosphere

With trifluoromethylsulfonic anhydride; Triphenylphosphine oxide; sodium thiomethoxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.3987/COM-12-12602

upstream raw materials:

5-(4-carboxy-3-methoxyphenyl)-4-tert-butyl-3,3-dimethyl-2,3-dihydrofuran

4-tert-butyl-5-[3-methoxy-4-(N-methylbenzimidazol-2-yl)phenyl]-3,3-dimethyl-2,3-dihydrofuran

Downstream raw materials:

2,2,4,4-tetramethyl-3-oxopentyl 3-hydroxy-4-(N-methylbenzimidazol-2-yl)benzoate