(2-((1S)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

Base Information

Chemical Name:(2-((1S)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol
CAS No.:1142224-53-0
Molecular Formula:C₂₁H₂₅FO₂
Molecular Weight:328.427
Hs Code.:

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

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

Chemical Property:

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

There total 13 articles about (2-((1S)-2,2-dimethylcyclopentyl)-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:

: 1142224-50-7
methyl 2-(2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

: 1142224-55-2
(2-((1R)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

: 1142224-53-0
(2-((1S)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C

2: Chiralcel OD column / isopropyl alcohol; hexane / 0.75 h / Resolution of racemate

With lithium aluminium tetrahydride; In tetrahydrofuran; hexane; isopropyl alcohol;
DOI:10.1021/acsmedchemlett.8b00213

Reference yield:

: 1142224-51-8
(2-((1R)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

: 1142224-55-2
(2-((1R)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

: 1142224-53-0
(2-((1S)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

Guidance literature:: With CHIRALCEL OD column; In hexane; isopropyl alcohol; Resolution of racemate;

Reference yield:

: 4541-32-6
2,2-dimethylcyclopentanone

: 1142224-55-2
(2-((1R)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

: 1142224-53-0
(2-((1S)-2,2-dimethylcyclopentyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

Guidance literature:: Multi-step reaction with 8 steps

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

1.2: 18 h / -78 - 20 °C

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

3.1: potassium phosphate / 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl; palladium diacetate / water; N,N-dimethyl-formamide / 21 h / 75 °C / Inert atmosphere

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

5.1: dmap; triethylamine / dichloromethane / 0.33 h

5.2: 3 h / 20 °C

6.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 15 h / 23 - 90 °C

7.1: hydrogen / palladium on activated charcoal / methanol / 16 h / 23 °C

8.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C

With dmap; potassium phosphate; lithium aluminium tetrahydride; potassium phenolate; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl; palladium on activated charcoal; palladium diacetate; triphenylphosphine; In tetrahydrofuran; methanol; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; toluene;