(+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

Base Information

Chemical Name:(+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide
CAS No.:1058073-42-9
Molecular Formula:C₃₄H₄₂N₄O₇S
Molecular Weight:650.796
Hs Code.:

(+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

Synonyms:(+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

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Chemical Property of (+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

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Technology Process of (+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

There total 13 articles about (+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[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:

: 15159-40-7
4-morpholinocarbonyl chloride

: 1058073-32-7
(+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-(hydroxymethyl)-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

: 1058073-42-9
(+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

Guidance literature:: (+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-(hydroxymethyl)-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide; With sodium hydride; In tetrahydrofuran; at 0 ℃;

4-morpholinocarbonyl chloride; In tetrahydrofuran; at 20 ℃;

Reference yield:

: 494799-18-7
methyl 3-cyclohexyl-1H-indole-6-carboxylate

: 1058073-42-9
(+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: pyridinium hydrobromide perbromide / tetrahydrofuran; chloroform / 2.67 h / 0 - 20 °C

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

2.2: 1 h / 2 - 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: sodium hydride / dimethyl sulfoxide / 0.5 - 0.75 h / 20 °C

6.2: 3 - 4 h / 50 °C

7.1: trifluoroacetic acid / dichloromethane / 8 - 12 h / 20 °C

8.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.5 h / 50 °C

8.2: 20 °C

9.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 - 23 °C

10.1: sodium hydride / tetrahydrofuran / 0 °C

10.2: 20 °C

With lithium hydroxide; pyridinium hydrobromide perbromide; water; sodium hydride; diisobutylaluminium 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; N,N-dimethyl-formamide; toluene;

Reference yield:

: 494799-19-8
methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

: 1058073-42-9
(+/-)-8-cyclohexyl-N-(dimethylaminosulfonyl)-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(morpholine-4-carbonyloxy)methyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

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

1.2: 1 h / 2 - 20 °C

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 - 2 h / 22 - 50 °C

2.2: 21 - 24 h / 20 - 30 °C

3.1: lithium chloride / ethanol; water; toluene / 0.25 h

3.2: 0.17 h

3.3: 20 h / 70 °C

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

5.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 30 °C

5.2: 0.5 h / 30 °C

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 - 23 °C

7.1: sodium hydride / tetrahydrofuran / 0 °C

7.2: 20 °C

With lithium hydroxide; water; sodium hydride; diisobutylaluminium hydride; caesium carbonate; 1,1'-carbonyldiimidazole; lithium chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;