tert-butyl N-tert-butoxycarbonyl-N-(6-fluoro-3-hydroxy-2-methyl-phenyl)carbamate

Base Information

• Chemical Name: tert-butyl N-tert-butoxycarbonyl-N-(6-fluoro-3-hydroxy-2-methyl-phenyl)carbamate
• CAS No.: 1427407-16-6
• Molecular Formula: C₁₇H₂₄FNO₅
• Molecular Weight: 341.38
• Mol file: 1427407-16-6.mol

Synonyms:tert-butyl N-tert-butoxycarbonyl-N-(6-fluoro-3-hydroxy-2-methyl-phenyl)carbamate

Chemical Property of tert-butyl N-tert-butoxycarbonyl-N-(6-fluoro-3-hydroxy-2-methyl-phenyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-tert-butoxycarbonyl-N-(6-fluoro-3-hydroxy-2-methyl-phenyl)carbamate

There total 5 articles about tert-butyl N-tert-butoxycarbonyl-N-(6-fluoro-3-hydroxy-2-methyl-phenyl)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: 83.0%

tert-butyl N-tert-butoxycarbonyl-N-[6-fluoro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (1427407-15-5) → tert-butyl N-tert-butoxycarbonyl-N-(6-fluoro-3-hydroxy-2-methyl-phenyl)carbamate (1427407-16-6)

Guidance literature:

With water; dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

Reference yield:

1-bromo-4-fluoro-2-methyl-3-nitro-benzene (1227210-35-6) → tert-butyl N-tert-butoxycarbonyl-N-(6-fluoro-3-hydroxy-2-methyl-phenyl)carbamate (1427407-16-6)

Guidance literature:

Multi-step reaction with 4 steps

1: iron; ammonium chloride / ethanol / 3 h / Reflux

2: dmap; triethylamine / N,N-dimethyl-formamide

3: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 4 h / 80 °C / Inert atmosphere

4: dihydrogen peroxide; water; sodium hydroxide / tetrahydrofuran / 3 h / 0 - 20 °C

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; dihydrogen peroxide; potassium acetate; iron; ammonium chloride; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

1-fluoro-3-methyl-2-nitro-benzene (3013-27-2) → tert-butyl N-tert-butoxycarbonyl-N-(6-fluoro-3-hydroxy-2-methyl-phenyl)carbamate (1427407-16-6)

Guidance literature:

Multi-step reaction with 5 steps

1: sulfuric acid; N-Bromosuccinimide / 2 h / 20 °C

2: iron; ammonium chloride / ethanol / 3 h / Reflux

3: dmap; triethylamine / N,N-dimethyl-formamide

4: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 4 h / 80 °C / Inert atmosphere

5: dihydrogen peroxide; water; sodium hydroxide / tetrahydrofuran / 3 h / 0 - 20 °C

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; sulfuric acid; water; dihydrogen peroxide; potassium acetate; iron; ammonium chloride; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

1-bromo-4-fluoro-2-methyl-3-nitro-benzene

1-fluoro-3-methyl-2-nitro-benzene

3-bromo-6-fluoro-2-methyl-aniline

tert-butyl N-(3-bromo-6-fluoro-2-methylphenyl)-N-tert-butoxycarbonyl-carbamate

Downstream raw materials:

C₂₄H₂₃F₂NO₃

C₂₇H₂₉F₂NO₃

4-fluoro-3-[[5-(3-fluorophenyl)-2,3-dimethylphenyl]methylamino]-2-methylphenol

N-(6-fluoro-3-hydroxy-2-methylphenyl)-5-(3-fluorophenyl)-2,3-dimethylbenzamide