tert-butyl ((2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

Base Information

Chemical Name:tert-butyl ((2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate
CAS No.:1262859-69-7
Molecular Formula:C₁₈H₂₁F₄N₃O₅
Molecular Weight:435.375
Hs Code.:

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

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

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

There total 31 articles about tert-butyl ((2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate 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: 90.0%

: 24424-99-5
di-tert-butyl dicarbonate

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

: 1262859-69-7
tert-butyl ((2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

Guidance literature:: With triethylamine; In dichloromethane; at 25 ℃; Inert atmosphere;
DOI:10.1021/acs.jmedchem.0c02143

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: (2R,5R)-5-(2-fluoro-5-nitro-phenyl)-2,5-dimethyl-2-trifluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine

: 1262859-69-7
tert-butyl ((2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

Guidance literature:: With triethylamine; In quinoclamine;

Reference yield:

: 1262859-63-1
(R)-2-[(R)-2-(5-bromo-2-fluoro-phenyl)-2-(2-nitro-benzenesulfonylamino)-propoxy]-3,3,3-trifluoro-2-methyl-propionic acid ethyl ester

: 1262859-69-7
tert-butyl ((2R,5R)-5-(2-fluoro-5-nitrophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

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

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

5.2: Cooling

6.1: triethylamine / acetonitrile / 16 h / 25 °C

With N-Acetylcysteine; sulfuric acid; ammonia; hydrogen; sodium acetate; potassium carbonate; potassium nitrate; triethylamine; trifluoroacetic anhydride; palladium 10% on activated carbon; In methanol; dichloromethane; acetonitrile;