(2S,4S)-4-amino-1,1,1-trifluoro-4-(2-fluorophenyl)pentan-2-ol

Base Information

• Chemical Name: (2S,4S)-4-amino-1,1,1-trifluoro-4-(2-fluorophenyl)pentan-2-ol
• CAS No.: 1432511-72-2
• Molecular Formula: C₁₁H₁₃F₄NO
• Molecular Weight: 251.224
• Mol file: 1432511-72-2.mol

Synonyms:(2S,4S)-4-amino-1,1,1-trifluoro-4-(2-fluorophenyl)pentan-2-ol

Chemical Property of (2S,4S)-4-amino-1,1,1-trifluoro-4-(2-fluorophenyl)pentan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-4-amino-1,1,1-trifluoro-4-(2-fluorophenyl)pentan-2-ol

There total 9 articles about (2S,4S)-4-amino-1,1,1-trifluoro-4-(2-fluorophenyl)pentan-2-ol 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:

(+)-(3S,5S)-3-(2-fluorophenyl)-3-methyl-5-trifluoromethylisoxazolidine (1432511-70-0) → (2S,4S)-4-amino-1,1,1-trifluoro-4-(2-fluorophenyl)pentan-2-ol (1432511-72-2)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; In ethanol; at 22 - 25 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm400225m

Reference yield:

(R)-2-methyl-N-((2S,4S)-5,5,5-trifluoro-2-(2-fluorophenyl)-4-hydroxypentan-2-yl)propane-2-sulfinamide (1432511-85-7) → (2S,4S)-4-amino-1,1,1-trifluoro-4-(2-fluorophenyl)pentan-2-ol (1432511-72-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 - 20 ℃; for 0.5h;

DOI:10.1002/cmdc.201900478

Reference yield:

3-methyl-5-(trifluoromethyl)-4,5-dihydroisoxazole (1432511-68-6) → (2S,4S)-4-amino-1,1,1-trifluoro-4-(2-fluorophenyl)pentan-2-ol (1432511-72-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 - -70 °C

1.2: 1 h / -78 - -70 °C

2.1: chiralpack AD / n-heptane; ethanol

3.1: ammonium formate; palladium 10% on activated carbon / ethanol / 2 h / 22 - 25 °C / Inert atmosphere

With n-butyllithium; palladium 10% on activated carbon; ammonium formate; In tetrahydrofuran; ethanol; n-heptane; toluene;

DOI:10.1021/jm400225m

upstream raw materials:

3-methyl-5-(trifluoromethyl)-4,5-dihydroisoxazole

(+)-(3S,5S)-3-(2-fluorophenyl)-3-methyl-5-trifluoromethylisoxazolidine

o-fluorobromobenzene

(R)-N-((S)-2-(2-fluorophenyl)-4-oxobutan-2-yl)-2-methylpropane-2-sulfinamide

Downstream raw materials:

(4S,6S)-4-(2-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

(4S,6S)-4-(2-fluoro-5-nitrophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

(4S,6S)-4-(5-amino-2-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

N-(3-((4S,6S)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide