(2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

Base Information

• Chemical Name: (2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol
• CAS No.: 1142223-31-1
• Molecular Formula: C₂₁H₂₃FO₂
• Molecular Weight: 326.411
• Mol file: 1142223-31-1.mol

Synonyms:(2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

Chemical Property of (2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

There total 14 articles about (2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol 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:

ethyl 2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate (1142223-34-4) → (2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol (1142223-31-1)

Guidance literature:

ethyl 2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate; With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at 0 - 40 ℃;

With water; sodium hydroxide; In tetrahydrofuran; diethyl ether;

Reference yield:

2,2-dimethylcyclopentanone (4541-32-6) → (2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol (1142223-31-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 1 h / -78 °C

2.1: tetrahydrofuran / -78 - 20 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; potassium phenolate / toluene / 2 h / 50 °C / Inert atmosphere

4.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium phosphate / N,N-dimethyl-formamide; water / 21 h / 75 °C / Inert atmosphere

5.1: pyridinium p-toluenesulfonate / methanol / 19 h / 50 °C

6.1: triethylamine; dmap / dichloromethane / 0.33 h

6.2: 3 h / 20 °C

7.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 15 h / 90 °C

8.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 3.5 h / 0 - 40 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dmap; bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phenolate; palladium diacetate; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 4.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/ml300133f

Reference yield:

5,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate (153580-03-1) → (2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol (1142223-31-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; potassium phenolate / toluene / 2 h / 50 °C / Inert atmosphere

2.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium phosphate / N,N-dimethyl-formamide; water / 21 h / 75 °C / Inert atmosphere

3.1: pyridinium p-toluenesulfonate / methanol / 19 h / 50 °C

4.1: triethylamine; dmap / dichloromethane / 0.33 h

4.2: 3 h / 20 °C

5.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 15 h / 90 °C

6.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 3.5 h / 0 - 40 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dmap; bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phenolate; palladium diacetate; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; 2.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/ml300133f

upstream raw materials:

ethyl 2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

3-bromo-4-hydroxy-benzoic acid

methyl 3-bromo-4-hydroxybenzoate

2,2-dimethylcyclopentanone

Downstream raw materials:

4-(bromomethyl)-2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl

4-(chloromethyl)-2-(5,5-dimethyl-1-cyclopenten-1-yl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl

[3H]-AM 1638

C₃₄H₃₇FO₄