β-amino-α-(trifluoromethyl)cyclohexanepropanol

Base Information

• Chemical Name: β-amino-α-(trifluoromethyl)cyclohexanepropanol
• CAS No.: 158211-80-4
• Molecular Formula: C₁₀H₁₈F₃NO
• Molecular Weight: 225.254
• Mol file: 158211-80-4.mol

Synonyms:β-amino-α-(trifluoromethyl)cyclohexanepropanol

Chemical Property of β-amino-α-(trifluoromethyl)cyclohexanepropanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of β-amino-α-(trifluoromethyl)cyclohexanepropanol

There total 8 articles about β-amino-α-(trifluoromethyl)cyclohexanepropanol 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:

2-hydroxy-3-nitro-1,1,1-trifluoro-4-cyclohexylbutane + 1-bromo-2-cyclohexylethane (1647-26-3) → β-amino-α-(trifluoromethyl)cyclohexanepropanol (158211-80-4)

Guidance literature:

aluminum nickel; In ethanol;

Reference yield:

α-<1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2,2,2-trifluoroethyl>cyclohexanepropanoic acid (120586-91-6,120586-92-7) → β-amino-α-(trifluoromethyl)cyclohexanepropanol (158211-80-4)

Guidance literature:

Multi-step reaction with 4 steps

1: diphenylphosphoryl azide (DPPA), Et₃N / hexane / 3 h / Heating

2: Et₃N / hexane / 18 h / Heating

3: H₂ / Pd(OH)2/C / ethyl acetate / 20 h

4: 2.13 g / TBAF / tetrahydrofuran / 1 h

With diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; palladium dihydroxide; In tetrahydrofuran; hexane; ethyl acetate;

DOI:10.1021/jm00069a001

Reference yield:

<1-(cyclohexylmethyl)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3,3,3-trifluoropropyl>carbamic acid, phenylmethyl ester (120586-93-8,120586-94-9) → β-amino-α-(trifluoromethyl)cyclohexanepropanol (158211-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd(OH)2/C / ethyl acetate / 20 h

2: 2.13 g / TBAF / tetrahydrofuran / 1 h

With tetrabutyl ammonium fluoride; hydrogen; palladium dihydroxide; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jm00069a001

upstream raw materials:

cyclohexanepropionic acid

α-(2,2,2-trifluoro-1-hydroxyethyl)cyclohexanepropanoic acid

α-<1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2,2,2-trifluoroethyl>cyclohexanepropanoic acid

<1-(cyclohexylmethyl)-2-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3,3,3-trifluoropropyl>carbamic acid, phenylmethyl ester

Downstream raw materials:

N-[1-(cyclohexylmethyl)-3,3,3-trifluoro-2-oxopropyl]-N²-{N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl}-L-leucinamide

N-[1-(cyclohexylmethyl)-3,3,3-trifluoro-2-hydroxypropyl]-N²-{N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl}-L-leucinamide

Refernces

• 1、 -. "Fluorine containing renin inhibitors". . . Retrieved 2008/06/13.