[5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester
• CAS No.: 1262859-98-2
• Molecular Formula: C₁₆H₂₁F₂N₃O₃
• Molecular Weight: 341.358

Synonyms:[5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

Chemical Property of [5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

There total 12 articles about [5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester 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:

[5-(5-azido-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester → [5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester (1262859-98-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol;

Reference yield:

4-bromo-1-fluoro-2-nitromethyl-benzene (1262859-92-6) → [5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester (1262859-98-2)

Guidance literature:

Multi-step reaction with 10 steps

1: triethylamine / 1,4-dioxane / 3 h

2: acetic acid; zinc / 1 h / 40 °C

3: potassium carbonate / acetonitrile / 2 h / 35 °C

4: potassium tert-butylate; tert-butyl alcohol / 0.5 h / Reflux

5: diethylamino-sulfur trifluoride / tetrahydrofuran / 2 h

6: Lawessons reagent / tetrahydrofuran / 1 h / Reflux

7: ammonia / methanol / 15 h / 20 °C

8: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / 20 °C / Cooling with ice

9: sodium L-ascorbate; copper(l) iodide; sodium azide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / water; ethanol / 70 °C / Inert atmosphere

10: hydrogen; palladium 10% on activated carbon / tetrahydrofuran; ethanol

With Lawessons reagent; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; sodium azide; diethylamino-sulfur trifluoride; palladium 10% on activated carbon; potassium tert-butylate; ammonia; hydrogen; potassium carbonate; acetic acid; sodium L-ascorbate; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; tert-butyl alcohol; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; acetonitrile;

Reference yield:

4-bromo-2-(bromomethyl)-1-fluorobenzene (99725-12-9) → [5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester (1262859-98-2)

Guidance literature:

Multi-step reaction with 11 steps

1: silver(I) nitrite / tert-butyl methyl ether / 7 h

2: triethylamine / 1,4-dioxane / 3 h

3: acetic acid; zinc / 1 h / 40 °C

4: potassium carbonate / acetonitrile / 2 h / 35 °C

5: potassium tert-butylate; tert-butyl alcohol / 0.5 h / Reflux

6: diethylamino-sulfur trifluoride / tetrahydrofuran / 2 h

7: Lawessons reagent / tetrahydrofuran / 1 h / Reflux

8: ammonia / methanol / 15 h / 20 °C

9: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / 20 °C / Cooling with ice

10: sodium L-ascorbate; copper(l) iodide; sodium azide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / water; ethanol / 70 °C / Inert atmosphere

11: hydrogen; palladium 10% on activated carbon / tetrahydrofuran; ethanol

With Lawessons reagent; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; silver(I) nitrite; sodium azide; diethylamino-sulfur trifluoride; palladium 10% on activated carbon; potassium tert-butylate; ammonia; hydrogen; potassium carbonate; acetic acid; sodium L-ascorbate; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; tert-butyl alcohol; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; tert-butyl methyl ether; water; acetonitrile;

upstream raw materials:

4-bromo-2-(bromomethyl)-1-fluorobenzene

4-bromo-1-fluoro-2-nitromethyl-benzene

2-(5-bromo-2-fluoro-phenyl)-2-nitro-propane-1,3-diol

2-amino-2-(5-bromo-2-fluoro-phenyl)-propane-1,3-diol

Downstream raw materials:

[(R)-5-(5-amino-2-fluoro-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

5-[5-(4-bromo-2-chloro-benzylamino)-2-fluoro-phenyl]-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine

{5-[5-(4-bromo-2-chloro-benzylamino)-2-fluoro-phenyl]-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl}-carbamic acid tert-butyl ester

5-chloro-pyridine-2-carboxylic acid [3-((R)-5-amino-3-fluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide hydrochloride

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