(3R,6R)-3-(5-bromo-2-fluoro-phenyl)-3,6-dimethyl-6- (trifluoromethyl)-2H-1,4-oxazin-5-amine

Base Information

Chemical Name:(3R,6R)-3-(5-bromo-2-fluoro-phenyl)-3,6-dimethyl-6- (trifluoromethyl)-2H-1,4-oxazin-5-amine
CAS No.:1262859-66-4
Molecular Formula:C₁₃H₁₃BrF₄N₂O
Molecular Weight:369.157
Hs Code.:

Synonyms:(3R,6R)-3-(5-bromo-2-fluoro-phenyl)-3,6-dimethyl-6- (trifluoromethyl)-2H-1,4-oxazin-5-amine

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Chemical Property of (3R,6R)-3-(5-bromo-2-fluoro-phenyl)-3,6-dimethyl-6- (trifluoromethyl)-2H-1,4-oxazin-5-amine

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Technology Process of (3R,6R)-3-(5-bromo-2-fluoro-phenyl)-3,6-dimethyl-6- (trifluoromethyl)-2H-1,4-oxazin-5-amine

There total 13 articles about (3R,6R)-3-(5-bromo-2-fluoro-phenyl)-3,6-dimethyl-6- (trifluoromethyl)-2H-1,4-oxazin-5-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:

: 1262859-65-3
N-[(R)-1-(5-bromo-2-fluoro-phenyl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methyl-ethoxy)-1-methyl-ethyl]-2-nitro-benzenesulfonamide

: 1262859-66-4
(3R,6R)-3-(5-bromo-2-fluoro-phenyl)-3,6-dimethyl-6- (trifluoromethyl)-2H-1,4-oxazin-5-amine

Guidance literature:: With N-acetylcystein; potassium carbonate; In methanol; at 80 ℃; for 16h;

Reference yield:

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

: 1262859-66-4
(3R,6R)-3-(5-bromo-2-fluoro-phenyl)-3,6-dimethyl-6- (trifluoromethyl)-2H-1,4-oxazin-5-amine

Guidance literature:: Multi-step reaction with 12 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -75 °C / Inert atmosphere

1.2: 2 h / -75 °C

1.3: 1 h / -75 °C

2.1: phosphoric acid; hydroquinone / dichloromethane / 3.5 h / 50 °C

3.1: potassium hexacyanoferrate(III); (DHQD)₂Phal; potassium carbonate / potassium osmate(VI) dihydrate / water; tert-butyl alcohol / 14 h / 0 °C

4.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Industry scale; Inert atmosphere

5.1: sodium azide; ammonium chloride / 18-crown-6 ether / 6 h / Reflux

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.03 h / 0 - 5 °C / Inert atmosphere

6.2: 3 h / 25 °C

7.1: sodium hydroxide / tetrahydrofuran; water / 2.5 h / 0 - 20 °C

8.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 24 h / 0 - 25 °C

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

9.2: 16 h / 25 °C

10.1: ammonia / methanol / 16 h / 50 °C

11.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

12.1: potassium carbonate / methanol / 16 h / 80 °C

With lithium aluminium tetrahydride; n-butyllithium; sodium azide; potassium hexacyanoferrate(III); (DHQD)₂Phal; phosphoric acid; ammonia; sodium hydride; potassium carbonate; ammonium chloride; methanesulfonyl chloride; triethylamine; hydroquinone; triphenylphosphine; trifluoroacetic anhydride; sodium hydroxide; diethylazodicarboxylate; potassium osmate(VI) dihydrate; 18-crown-6 ether; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;

Reference yield:

: 1206774-43-7
1-(5-bromo-2-fluorophenyl)-1-methylethanol

: 1262859-66-4
(3R,6R)-3-(5-bromo-2-fluoro-phenyl)-3,6-dimethyl-6- (trifluoromethyl)-2H-1,4-oxazin-5-amine

Guidance literature:: Multi-step reaction with 11 steps

1.1: phosphoric acid; hydroquinone / dichloromethane / 3.5 h / 50 °C

2.1: potassium hexacyanoferrate(III); (DHQD)₂Phal; potassium carbonate / potassium osmate(VI) dihydrate / water; tert-butyl alcohol / 14 h / 0 °C

3.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Industry scale; Inert atmosphere

4.1: sodium azide; ammonium chloride / 18-crown-6 ether / 6 h / Reflux

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.03 h / 0 - 5 °C / Inert atmosphere

5.2: 3 h / 25 °C

6.1: sodium hydroxide / tetrahydrofuran; water / 2.5 h / 0 - 20 °C

7.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 24 h / 0 - 25 °C

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

8.2: 16 h / 25 °C

9.1: ammonia / methanol / 16 h / 50 °C

10.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

11.1: potassium carbonate / methanol / 16 h / 80 °C

With lithium aluminium tetrahydride; sodium azide; potassium hexacyanoferrate(III); (DHQD)₂Phal; phosphoric acid; ammonia; sodium hydride; potassium carbonate; ammonium chloride; methanesulfonyl chloride; triethylamine; hydroquinone; triphenylphosphine; trifluoroacetic anhydride; sodium hydroxide; diethylazodicarboxylate; potassium osmate(VI) dihydrate; 18-crown-6 ether; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;