Technology Process of (2-(2,2-dimethylcyclopentyl)-2'-fluoro-5'-((2,2,2-trifluoroethyl)oxy)-1,1'-biphenyl-4-yl)methanol
There total 14 articles about (2-(2,2-dimethylcyclopentyl)-2'-fluoro-5'-((2,2,2-trifluoroethyl)oxy)-1,1'-biphenyl-4-yl)methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl 2-(2,2-dimethylcyclopentyl)-2'-fluoro-5'-((2,2,2-trifluoroethyl)oxy)-1,1'-biphenyl-4-carboxylate;
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
at 0 ℃;
With
water; sodium hydroxide;
In
tetrahydrofuran;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium phosphate / 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl; palladium diacetate / water; N,N-dimethyl-formamide / 21 h / 75 °C / Inert atmosphere
2.1: pyridinium p-toluenesulfonate / methanol / 19 h / 50 °C
3.1: dmap; triethylamine / dichloromethane / 0.33 h
3.2: 3 h / 20 °C
4.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 15 h / 23 - 90 °C
5.1: hydrogen / palladium on activated charcoal / methanol / 16 h / 23 °C
6.1: boron tribromide / dichloromethane / 1 h / 0 °C
7.1: caesium carbonate / N,N-dimethyl-formamide / 5 h
8.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
With
dmap; potassium phosphate; lithium aluminium tetrahydride; hydrogen; pyridinium p-toluenesulfonate; boron tribromide; potassium carbonate; caesium carbonate; triethylamine;
tetrakis(triphenylphosphine) palladium(0); 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl; palladium on activated charcoal; palladium diacetate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 10 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: boron tribromide / dichloromethane / 1 h / 0 °C
9.1: caesium carbonate / N,N-dimethyl-formamide / 5 h
10.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
With
dmap; potassium phosphate; lithium aluminium tetrahydride; potassium phenolate; hydrogen; pyridinium p-toluenesulfonate; boron tribromide; potassium carbonate; caesium 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;
