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

Base Information

Chemical Name:(4R,5S)-4-(5-amino-2-fluorophenyl)-5-fluoro-4-(fluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine
CAS No.:1402413-31-3
Molecular Formula:C₁₁H₁₂F₃N₃O
Molecular Weight:259.231
Hs Code.:

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

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

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

There total 9 articles about (4R,5S)-4-(5-amino-2-fluorophenyl)-5-fluoro-4-(fluoromethyl)-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: 89.0%

: 1402413-24-4
(4R,5R)-5-fluoro-4-(2-fluoro-5-nitrophenyl)-4-(fluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

: 1402413-31-3
(4R,5S)-4-(5-amino-2-fluorophenyl)-5-fluoro-4-(fluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethanol;
DOI:10.1021/jm400225m

Reference yield:

: 1415914-97-4
(R)-2-methyl-propane-2-sulfinic acid [2-fluoro-1-(2-fluoro-phenyl)-eth-(E)-ylidene]-amide

: 1402413-31-3
(4R,5S)-4-(5-amino-2-fluorophenyl)-5-fluoro-4-(fluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 50 °C / Inert atmosphere

1.2: -20 °C / Inert atmosphere

2.1: lithium borohydride / ethanol / 22 °C

3.1: hydrogenchloride / tetrahydrofuran; water / 22 °C

4.1: ethanol / 80 - 95 °C / Sealed tube

5.1: trifluoroacetic acid; sulfuric acid; nitric acid / 0.5 h / 0 - 22 °C

6.1: palladium 10% on activated carbon; hydrogen / ethanol

With hydrogenchloride; lithium borohydride; sulfuric acid; palladium 10% on activated carbon; hydrogen; nitric acid; trifluoroacetic acid; copper(l) chloride; zinc; In tetrahydrofuran; ethanol; water; 1.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m

Reference yield:

: 1402412-84-3
2-fluoro-1-(2-fluorophenyl)ethan-1-one

: 1402413-31-3
(4R,5S)-4-(5-amino-2-fluorophenyl)-5-fluoro-4-(fluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 50 - 70 °C / Inert atmosphere

2.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 50 °C / Inert atmosphere

2.2: -20 °C / Inert atmosphere

3.1: lithium borohydride / ethanol / 22 °C

4.1: hydrogenchloride / tetrahydrofuran; water / 22 °C

5.1: ethanol / 80 - 95 °C / Sealed tube

6.1: trifluoroacetic acid; sulfuric acid; nitric acid / 0.5 h / 0 - 22 °C

7.1: palladium 10% on activated carbon; hydrogen / ethanol

With hydrogenchloride; titanium(IV) tetraethanolate; lithium borohydride; sulfuric acid; palladium 10% on activated carbon; hydrogen; nitric acid; trifluoroacetic acid; copper(l) chloride; zinc; In tetrahydrofuran; ethanol; water; 2.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m