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

Base Information

Chemical Name:(2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-amine
CAS No.:1262859-68-6
Molecular Formula:C₁₃H₁₃F₄N₃O₃
Molecular Weight:335.258
Hs Code.:

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

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

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

There total 28 articles about (2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-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: 81.0%

: 1262859-67-5
(2R,5R)-5-(2-fluorophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-amine

: 1262859-68-6
(2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:: With sulfuric acid; potassium nitrate; at 0 - 22 ℃; for 3h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.0c02143

Reference yield:

: 1262859-59-5
(S)-1-azido-2-(5-bromo-2-fluoro-phenyl)-propan-2-ol

: 1262859-68-6
(2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:: Multi-step reaction with 9 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 5 °C / Inert atmosphere

1.2: 3 h / 25 °C / Inert atmosphere

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

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

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

4.2: 16 h / 25 °C

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

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

7.1: potassium carbonate; N-Acetylcysteine / methanol / 16 h / 80 °C

8.1: hydrogen; sodium acetate / palladium 10% on activated carbon / methanol / 6 h / 50 °C

9.1: potassium nitrate; sulfuric acid / 2 h / 25 °C / Cooling with ice

9.2: Cooling

With lithium aluminium tetrahydride; N-Acetylcysteine; sulfuric acid; ammonia; hydrogen; sodium acetate; sodium hydride; potassium carbonate; potassium nitrate; triethylamine; triphenylphosphine; trifluoroacetic anhydride; sodium hydroxide; diethylazodicarboxylate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1262859-60-8
(S)-1-amino-2-(5-bromo-2-fluoro-phenyl)-propan-2-ol

: 1262859-68-6
(2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:: Multi-step reaction with 8 steps

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

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

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

3.2: 16 h / 25 °C

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

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

6.1: potassium carbonate; N-Acetylcysteine / methanol / 16 h / 80 °C

7.1: hydrogen; sodium acetate / palladium 10% on activated carbon / methanol / 6 h / 50 °C

8.1: potassium nitrate; sulfuric acid / 2 h / 25 °C / Cooling with ice

8.2: Cooling

With N-Acetylcysteine; sulfuric acid; ammonia; hydrogen; sodium acetate; sodium hydride; potassium carbonate; potassium nitrate; triethylamine; triphenylphosphine; trifluoroacetic anhydride; sodium hydroxide; diethylazodicarboxylate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;