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

Base Information

Chemical Name:(4S,6S)-4-(fluoromethyl)-4-(2-fluorophenyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine
CAS No.:1432511-73-3
Molecular Formula:C₁₂H₁₁F₅N₂O
Molecular Weight:294.224
Hs Code.:

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

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Chemical Property of (4S,6S)-4-(fluoromethyl)-4-(2-fluorophenyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

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Technology Process of (4S,6S)-4-(fluoromethyl)-4-(2-fluorophenyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

There total 7 articles about (4S,6S)-4-(fluoromethyl)-4-(2-fluorophenyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine 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: 60.0%

: 506-68-3
bromocyane

: 1432511-71-1
(2S,4S)-4-amino-1,1,1,5-tetrafluoro-4-(2-fluorophenyl)pentan-2-ol

: 1432511-73-3
(4S,6S)-4-(fluoromethyl)-4-(2-fluorophenyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: In ethanol; acetonitrile; at 85 ℃; for 20h; Sealed tube; Inert atmosphere;
DOI:10.1021/jm400225m

Reference yield:

: (3S,5S)-rac-3-(fluoromethyl)-3-(2-fluorophenyl)-5-(trifluoromethyl)isoxazolidine

: 1432511-73-3
(4S,6S)-4-(fluoromethyl)-4-(2-fluorophenyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: Multi-step reaction with 3 steps

1: chiralpack AD / n-heptane; ethanol

2: ammonium formate; palladium 10% on activated carbon / ethanol / 2 h / 20 - 25 °C / Inert atmosphere

3: ethanol; acetonitrile / 20 h / 85 °C / Sealed tube; Inert atmosphere

With palladium 10% on activated carbon; ammonium formate; In ethanol; n-heptane; acetonitrile;
DOI:10.1021/jm400225m

Reference yield:

: (5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)methanol

: 1432511-73-3
(4S,6S)-4-(fluoromethyl)-4-(2-fluorophenyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 15 h / -78 - 22 °C / Inert atmosphere

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

2.2: 1 h / -78 - -70 °C

3.1: chiralpack AD / n-heptane; ethanol

4.1: ammonium formate; palladium 10% on activated carbon / ethanol / 2 h / 20 - 25 °C / Inert atmosphere

5.1: ethanol; acetonitrile / 20 h / 85 °C / Sealed tube; Inert atmosphere

With n-butyllithium; palladium 10% on activated carbon; ammonium formate; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; ethanol; n-heptane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jm400225m