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

Base Information

Chemical Name:(S)-4-(5-bromo-2-fluorophenyl)-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine
CAS No.:1414877-46-5
Molecular Formula:C₁₁H₁₀BrF₃N₂O
Molecular Weight:323.112
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 8 articles about (S)-4-(5-bromo-2-fluorophenyl)-4-(difluoromethyl)-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: 40.5%

: cyanogen bromide

: 1415914-93-0
(S)-3-amino-3-(5-bromo-2-fluorophenyl)-4,4-difluorobutan-1-ol

: 1414877-46-5
(S)-4-(5-bromo-2-fluorophenyl)-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: cyanogen bromide; (S)-3-amino-3-(5-bromo-2-fluorophenyl)-4,4-difluorobutan-1-ol; In ethanol; at 23 - 80 ℃; for 16h; Inert atmosphere; Sealed tube;

With sodium hydrogencarbonate; Cooling with ice;

Reference yield:

: 1415914-93-0
(S)-3-amino-3-(5-bromo-2-fluorophenyl)-4,4-difluorobutan-1-ol

: 1414877-46-5
(S)-4-(5-bromo-2-fluorophenyl)-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: In ethanol; n-heptane; ethyl acetate;

Reference yield:

: 460-00-4
1-Bromo-4-fluorobenzene

: 1414877-46-5
(S)-4-(5-bromo-2-fluorophenyl)-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -70 - -60 °C

1.2: -10 °C

2.1: titanium(IV) tetraethanolate / tetrahydrofuran / 3 h / 23 - 70 °C

3.1: diisopropylamine; n-butyllithium / triisopropoxytitanium(IV) chloride / hexane; tetrahydrofuran / 0.5 h / -70 °C

3.2: 2 h / -70 °C

4.1: Reprosil Chiral NR column / n-heptane; ethanol / Resolution of racemate

5.1: lithium borohydride / tetrahydrofuran / 16 h / 5 - 23 °C

5.2: 0.75 h / Cooling with acetone-dry ice

6.1: hydrogenchloride / tetrahydrofuran / 4 h / 23 °C

7.1: ethanol / 16 h / 23 - 80 °C / Inert atmosphere; Sealed tube

7.2: Cooling with ice

With hydrogenchloride; titanium(IV) tetraethanolate; lithium borohydride; n-butyllithium; diisopropylamine; triisopropoxytitanium(IV) chloride; In tetrahydrofuran; ethanol; hexane; n-heptane;