10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate

Base Information

• Chemical Name: 10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate
• CAS No.: 1431328-96-9
• Molecular Formula: C₃₀H₃₂FNO₄
• Molecular Weight: 489.587
• Mol file: 1431328-96-9.mol

Synonyms:10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate

Chemical Property of 10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate

There total 5 articles about 10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate 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: 94.0%

C30H33BrFNO4 → 10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate (1431328-96-9)

Guidance literature:

With potassium acetate; palladium diacetate; triphenylphosphonium tetrafluoroborate; In N,N-dimethyl-aniline;

DOI:10.1016/j.bmcl.2017.06.024

Reference yield:

tert-butyl 2-(acetoxy(2-bromo-5-fluorophenyl)methyl)acrylate (1431328-94-7) → 10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate (1431328-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 1.08 h / 20 °C

1.2: 3 h / -47 - -20 °C

2.1: palladium diacetate; tricyclohexylphosphine tetrafluoroborate; potassium acetate / N,N-dimethyl acetamide / 6 h / 122 °C / Inert atmosphere

With potassium tert-butylate; potassium acetate; palladium diacetate; tricyclohexylphosphine tetrafluoroborate; In N,N-dimethyl acetamide; N,N-dimethyl-formamide;

Reference yield:

2-bromo-5-fluorobenzaldehyde (94569-84-3) → 10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate (1431328-96-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 3-quinuclidinol / N,N-dimethyl-formamide; water / 19 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 2 h / 20 °C

3.1: potassium tert-butylate / N,N-dimethyl-formamide / 1.08 h / 20 °C

3.2: 3 h / -47 - -20 °C

4.1: palladium diacetate; tricyclohexylphosphine tetrafluoroborate; potassium acetate / N,N-dimethyl acetamide / 6 h / 122 °C / Inert atmosphere

With dmap; potassium tert-butylate; potassium acetate; palladium diacetate; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine tetrafluoroborate; 3-quinuclidinol; In dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; 1.1: |Baylis-Hillman Reaction;

upstream raw materials:

tert-butyl 2-(acetoxy(2-bromo-5-fluorophenyl)methyl)acrylate

2-bromo-5-fluorobenzaldehyde

tert-Butyl acrylate

tert-butyl 2-((2-bromo-5-fluorophenyl)(hydroxy)methyl)acrylate

Downstream raw materials:

5-methyl 1a-(2-methyl-2-propanyl)(1aR,12bS)-8-cyclohexyl-11-fluoro-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a,5(2H)-dicarboxylate

(1aS,12bR)-8-cyclohexyl-11-fluoro-5-(methoxycarbonyl)-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid