(1aR,12bS)-8-cyclohexyl-N-(dimethylsulfamoyl)-11-methoxy-1a-(((2R)-2-(methoxymethyl)morpholin-4-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]-benzazepine-5-carboxamide

Base Information

Chemical Name:(1aR,12bS)-8-cyclohexyl-N-(dimethylsulfamoyl)-11-methoxy-1a-(((2R)-2-(methoxymethyl)morpholin-4-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]-benzazepine-5-carboxamide
CAS No.:1532561-34-4
Molecular Formula:C₃₅H₄₄N₄O₇S
Molecular Weight:664.823
Hs Code.:

(1aR,12bS)-8-cyclohexyl-N-(dimethylsulfamoyl)-11-methoxy-1a-(((2R)-2-(methoxymethyl)morpholin-4-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]-benzazepine-5-carboxamide

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Chemical Property of (1aR,12bS)-8-cyclohexyl-N-(dimethylsulfamoyl)-11-methoxy-1a-(((2R)-2-(methoxymethyl)morpholin-4-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]-benzazepine-5-carboxamide

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Technology Process of (1aR,12bS)-8-cyclohexyl-N-(dimethylsulfamoyl)-11-methoxy-1a-(((2R)-2-(methoxymethyl)morpholin-4-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]-benzazepine-5-carboxamide

There total 7 articles about (1aR,12bS)-8-cyclohexyl-N-(dimethylsulfamoyl)-11-methoxy-1a-(((2R)-2-(methoxymethyl)morpholin-4-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]-benzazepine-5-carboxamide 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:

: (±) 8-cyclohexyl-5-[[[(dimethylamino)sulfonyl]amino]carbonyl]-1,12b-dihydro-11-methoxy-cycloprop[d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid

: 141196-39-6,144053-99-6
(2R)-2-(methoxymethyl)morpholine hydrochloride

: 1532561-34-4
(1aR,12bS)-8-cyclohexyl-N-(dimethylsulfamoyl)-11-methoxy-1a-(((2R)-2-(methoxymethyl)morpholin-4-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]-benzazepine-5-carboxamide

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dimethyl sulfoxide; at 20 ℃; for 2h;
DOI:10.1021/jm4016894

Reference yield:

: 494799-76-7
2-bromo-3-cyclohexyl-1H-indole-6-carboxylic acid

: 1532561-34-4
(1aR,12bS)-8-cyclohexyl-N-(dimethylsulfamoyl)-11-methoxy-1a-(((2R)-2-(methoxymethyl)morpholin-4-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]-benzazepine-5-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 22 - 50 °C

1.2: 24 h

2.1: potassium carbonate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene / 0.5 h / Reflux; Inert atmosphere

3.1: caesium carbonate / N,N-dimethyl-formamide / 20 h / 55 °C

4.1: sodium hydride / dimethyl sulfoxide / 0.5 h / 20 °C

4.2: 3 h / 20 - 50 °C

5.1: sodium hydroxide / methanol; tetrahydrofuran / 0.08 h / 90 °C / Microwave irradiation

6.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dimethyl sulfoxide / 2 h / 20 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; sodium hydride; potassium carbonate; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 2.1: |Suzuki-Miyaura Coupling / 3.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jm4016894

Reference yield:

: 902148-40-7
2-bromo-3-cyclohexyl-N-[(dimethylamino)sulfonyl]-1H-indole-6-carboxamide

: 1532561-34-4
(1aR,12bS)-8-cyclohexyl-N-(dimethylsulfamoyl)-11-methoxy-1a-(((2R)-2-(methoxymethyl)morpholin-4-yl)carbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]-benzazepine-5-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene / 0.5 h / Reflux; Inert atmosphere

2.1: caesium carbonate / N,N-dimethyl-formamide / 20 h / 55 °C

3.1: sodium hydride / dimethyl sulfoxide / 0.5 h / 20 °C

3.2: 3 h / 20 - 50 °C

4.1: sodium hydroxide / methanol; tetrahydrofuran / 0.08 h / 90 °C / Microwave irradiation

5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dimethyl sulfoxide / 2 h / 20 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; sodium hydride; potassium carbonate; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 1.1: |Suzuki-Miyaura Coupling / 2.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jm4016894