methyl 5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylate

Base Information

• Chemical Name: methyl 5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylate
• CAS No.: 1058166-19-0
• Molecular Formula: C₂₈H₃₁N₃O₆S
• Molecular Weight: 537.637

Synonyms:methyl 5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylate

Chemical Property of methyl 5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of methyl 5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylate

There total 11 articles about methyl 5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylate 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: 68.0%

methyl 10-((aminosulfonyl)carbamoyl)-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-6-carboxylate (945686-06-6) + trimethylsulfoxonium iodide (1774-47-6) → methyl 5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylate (1058166-19-0)

Guidance literature:

trimethylsulfoxonium iodide; With sodium hydride; In dimethyl sulfoxide; for 0.5h;

methyl 10-((aminosulfonyl)carbamoyl)-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-6-carboxylate; In dimethyl sulfoxide; for 1h;

Reference yield: 68.0%

10-((aminosulfonyl)carbamoyl)-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-6-carboxylic acid (945686-07-7) + trimethylsulfoxonium iodide (1774-47-6) → methyl 5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylate (1058166-19-0)

Guidance literature:

trimethylsulfoxonium iodide; With sodium hydride; In dimethyl sulfoxide; for 0.5h;

10-((aminosulfonyl)carbamoyl)-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-6-carboxylic acid; In dimethyl sulfoxide; for 1h;

Reference yield:

methyl 3-cyclohexyl-1H-indole-6-carboxylate (494799-18-7) → methyl 5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylate (1058166-19-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: pyridinium hydrobromide perbromide / tetrahydrofuran; chloroform / 2.5 h / 0 - 5 °C

2.1: lithium hydroxide; water / tetrahydrofuran; methanol / 2 - 3 h / 90 °C / Heating / reflux

2.2: 1 h / 0 - 20 °C

3.1: silver carbonate / tetrahydrofuran; dichloromethane / 0 - 20 °C / Molecular sieve

4.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; toluene / 0.25 h

4.2: 4 h / 85 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 65 °C

6.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2.5 h / 20 °C

7.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1.5 h / 60 °C

7.2: 0.17 h

7.3: 3 h / 20 °C

8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 0.5 h / 60 °C

9.1: sodium hydride / dimethyl sulfoxide / 0.5 h

9.2: 1 h

With lithium hydroxide; sodium hydroxide; pyridinium hydrobromide perbromide; water; sodium hydride; sodium carbonate; caesium carbonate; 1,1'-carbonyldiimidazole; silver carbonate; trifluoroacetic acid; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

methyl 10-((aminosulfonyl)carbamoyl)-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-6-carboxylate

trimethylsulfoxonium iodide

10-((aminosulfonyl)carbamoyl)-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-6-carboxylic acid

methyl 3-cyclohexyl-1H-indole-6-carboxylate

Downstream raw materials:

5-((aminosulfonyl)carbamoyl)-8-cyclohexyl-11-methoxy-1,12b-dihydrocyclopropa[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid

N-(aminosulfonyl)-8-cyclohexyl-1a-(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-ylcarbonyl)-11-methoxy-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]benzazepine-5-carboxamide

N-(aminosulfonyl)-8-cyclohexyl-1a-((5-(dimethylcarbamoyl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)carbonyl)-11-methoxy-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]benzazepine-5-carboxamide

N-(aminosulfonyl)-1a-((5-benzylhexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)carbonyl)-8-cyclohexyl-11-methoxy-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]benzazepine-5-carboxamide

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