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

Base Information

• Chemical Name: (1aS,12bR)-8-cyclohexyl-11-fluoro-5-(methoxycarbonyl)-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid
• CAS No.: 1431328-99-2
• Molecular Formula: C₂₇H₂₆FNO₄
• Molecular Weight: 447.506
• Mol file: 1431328-99-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about (1aS,12bR)-8-cyclohexyl-11-fluoro-5-(methoxycarbonyl)-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid 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: 100.0%

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 (1431328-98-1) → (1aS,12bR)-8-cyclohexyl-11-fluoro-5-(methoxycarbonyl)-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid (1431328-99-2)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 3h; Time; Temperature; Concentration; Solvent;

Reference yield:

(E)-methyl 1-(3-(2-bromo-5-fluorophenyl)-2-(tert-butoxycarbonyl)allyl)-3-cyclohexyl-1H-indole-6-carboxylate (1431328-95-8) → (1aS,12bR)-8-cyclohexyl-11-fluoro-5-(methoxycarbonyl)-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid (1431328-99-2)

Guidance literature:

Multi-step reaction with 4 steps

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

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / 20 °C

2.2: 2 h

3.1: carbon dioxide / methanol / 35 °C / 112511 Torr / Resolution of racemate

4.1: trifluoroacetic acid / 3 h / 20 °C

With carbon dioxide; potassium tert-butylate; potassium acetate; palladium diacetate; tricyclohexylphosphine tetrafluoroborate; trifluoroacetic acid; In methanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

Reference yield:

10-methyl 6-(2-methyl-2-propanyl) 13-cyclohexyl-3-fluoro-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate (1431328-96-9) → (1aS,12bR)-8-cyclohexyl-11-fluoro-5-(methoxycarbonyl)-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid (1431328-99-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / 20 °C

1.2: 2 h

2.1: carbon dioxide / methanol / 35 °C / 112511 Torr / Resolution of racemate

3.1: trifluoroacetic acid / 3 h / 20 °C

With carbon dioxide; potassium tert-butylate; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

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

(E)-methyl 1-(3-(2-bromo-5-fluorophenyl)-2-(tert-butoxycarbonyl)allyl)-3-cyclohexyl-1H-indole-6-carboxylate

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

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