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

Base Information

Chemical Name:(4S,6S)-4-(2-fluoro-5-nitrophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine
CAS No.:1432511-75-5
Molecular Formula:C₁₂H₁₀F₅N₃O₃
Molecular Weight:339.222
Hs Code.:

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

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

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

There total 8 articles about (4S,6S)-4-(2-fluoro-5-nitrophenyl)-4-(fluoromethyl)-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: 88.0%

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

: 1432511-75-5
(4S,6S)-4-(2-fluoro-5-nitrophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: With sulfuric acid; nitric acid; at 0 ℃; for 0.5h;
DOI:10.1021/jm400225m

Reference yield:

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

: 1432511-75-5
(4S,6S)-4-(2-fluoro-5-nitrophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: Multi-step reaction with 4 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

4: sulfuric acid; nitric acid / 0.5 h / 0 °C

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

Reference yield:

: 1432511-65-3
ethyl 5-(trifluoromethyl)-4,5-dihydroisoxazole-3-carboxylate

: 1432511-75-5
(4S,6S)-4-(2-fluoro-5-nitrophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / ethanol / 24 h / 0 °C / Inert atmosphere

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

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

3.2: 1 h / -78 - -70 °C

4.1: chiralpack AD / n-heptane; ethanol

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

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

7.1: sulfuric acid; nitric acid / 0.5 h / 0 °C

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