(R)-5,5-difluoro-4-(2-fluoro-5-nitrophenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Base Information

• Chemical Name: (R)-5,5-difluoro-4-(2-fluoro-5-nitrophenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine
• CAS No.: 1310350-22-1
• Molecular Formula: C₁₁H₁₀F₃N₃O₃
• Molecular Weight: 289.214
• Mol file: 1310350-22-1.mol

Synonyms:(R)-5,5-difluoro-4-(2-fluoro-5-nitrophenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Chemical Property of (R)-5,5-difluoro-4-(2-fluoro-5-nitrophenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5,5-difluoro-4-(2-fluoro-5-nitrophenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

There total 8 articles about (R)-5,5-difluoro-4-(2-fluoro-5-nitrophenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine 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: 69.0%

[(R)-5,5-difluoro-4-(2-fluoro-5-nitro-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-dicarbamic acid bis-tert-butyl ester (1310350-66-3) → [(R)-5,5-difluoro-4-(2-fluoro-5-nitro-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-carbamic acid tert-butyl ester (1310350-68-5) + (R)-5,5-difluoro-4-(2-fluoro-5-nitrophenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (1310350-22-1)

Guidance literature:

[(R)-5,5-difluoro-4-(2-fluoro-5-nitro-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-dicarbamic acid bis-tert-butyl ester; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 6h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

bromocyane (506-68-3) + (R)-3-amino-2,2-difluoro-3-(2-fluoro-5-nitrophenyl)butan-1-ol (1075231-04-7) → (R)-5,5-difluoro-4-(2-fluoro-5-nitrophenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (1310350-22-1)

Guidance literature:

In ethanol; at 85 ℃; for 24h; Inert atmosphere; Sealed tube;

Reference yield:

1-(2-fluoro-5-nitrophenyl)ethanone (79110-05-7) → (R)-5,5-difluoro-4-(2-fluoro-5-nitrophenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (1310350-22-1)

Guidance literature:

Multi-step reaction with 5 steps

1: titanium(IV) tetraethanolate / tetrahydrofuran / Reflux

2: zinc / diethyl ether / 5.25 h / 34 - 35 °C / Inert atmosphere

3: lithium borohydride / tetrahydrofuran / 0 - 20 °C

4: hydrogenchloride / 1,4-dioxane / 23 °C

5: ethanol / 24 h / 85 °C / Inert atmosphere; Sealed tube

With hydrogenchloride; lithium borohydride; zinc; titanium(IV) tetraethanolate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol;

upstream raw materials:

bromocyane

(R)-3-amino-2,2-difluoro-3-(2-fluoro-5-nitrophenyl)butan-1-ol

1-(2-fluoro-5-nitrophenyl)ethanone

(R)-2,2-difluoro-3-(2-fluoro-5-nitrophenyl)-3-((R)-2-methylpropane-2-sulfinylamino)butyric acid ethyl ester

Downstream raw materials:

[(R)-5,5-difluoro-4-(2-fluoro-5-nitro-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-dicarbamic acid bis-tert-butyl ester

(R)-N-[3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-3,3,3-trifluoro-2-hydroxy-2-methyl-propionamide 2,2,2-trifluoroacetate

(R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

(R)-4-(5-amino-2-fluoro-4-iodophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine