(7-Benzenesulfonyl-6-hydroxy-1,2,4,5,6,7-hexahydro-azocino[5,4-b]indol-3-yl)-(6-bromo-2,3-dimethoxy-phenyl)-methanone

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Chemical Name:(7-Benzenesulfonyl-6-hydroxy-1,2,4,5,6,7-hexahydro-azocino[5,4-b]indol-3-yl)-(6-bromo-2,3-dimethoxy-phenyl)-methanone
CAS No.:187272-11-3
Molecular Formula:C₂₈H₂₇BrN₂O₆S
Molecular Weight:599.502
Hs Code.:

Synonyms:(7-Benzenesulfonyl-6-hydroxy-1,2,4,5,6,7-hexahydro-azocino[5,4-b]indol-3-yl)-(6-bromo-2,3-dimethoxy-phenyl)-methanone

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Chemical Property of (7-Benzenesulfonyl-6-hydroxy-1,2,4,5,6,7-hexahydro-azocino[5,4-b]indol-3-yl)-(6-bromo-2,3-dimethoxy-phenyl)-methanone

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Technology Process of (7-Benzenesulfonyl-6-hydroxy-1,2,4,5,6,7-hexahydro-azocino[5,4-b]indol-3-yl)-(6-bromo-2,3-dimethoxy-phenyl)-methanone

There total 8 articles about (7-Benzenesulfonyl-6-hydroxy-1,2,4,5,6,7-hexahydro-azocino[5,4-b]indol-3-yl)-(6-bromo-2,3-dimethoxy-phenyl)-methanone 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%

: 64482-27-5
2-bromo-5,6-dimethoxybenzoyl chloride

: 7-Benzenesulfonyl-2,3,4,5,6,7-hexahydro-1H-azocino[5,4-b]indol-6-ol; hydrochloride

: 187272-11-3
(7-Benzenesulfonyl-6-hydroxy-1,2,4,5,6,7-hexahydro-azocino[5,4-b]indol-3-yl)-(6-bromo-2,3-dimethoxy-phenyl)-methanone

Guidance literature:: With sodium hydroxide; In 1,2-dimethoxyethane; for 0.0833333h;
DOI:10.1002/jhet.5570330658

Reference yield:

: 157024-89-0
methyl 9-benzenesulfonyl-1,2,3,4-tetrahydro-β-carboline-1-acetate

: 187272-11-3
(7-Benzenesulfonyl-6-hydroxy-1,2,4,5,6,7-hexahydro-azocino[5,4-b]indol-3-yl)-(6-bromo-2,3-dimethoxy-phenyl)-methanone

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / LiAlH₄ / tetrahydrofuran / 0.08 h

2: 100 percent / tetrahydrofuran / 1 h / Ambient temperature

3: CH₂Cl₂ / 0.17 h / Ambient temperature

4: 1.) 2.3 N HCl, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene / 1.) EtOAc, RT, 1 h, 2.) CH₂Cl₂, RT, 10 h

5: 85 percent / 80percent m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / -26 - -23 °C

6: 100 percent / H₂, conc. HCl / 10percent Pd/C / methanol / 6 h / 1471.02 Torr

7: 94 percent / 10percent NaOH / 1,2-dimethoxy-ethane / 0.08 h

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1002/jhet.5570330658

Reference yield:

: 187272-08-8
10-benzenesulfonyl-1,2,4,5,10,10b-hexahydroazeto[1',2';1,2]pyrido[3,4-b]indole

: 187272-11-3
(7-Benzenesulfonyl-6-hydroxy-1,2,4,5,6,7-hexahydro-azocino[5,4-b]indol-3-yl)-(6-bromo-2,3-dimethoxy-phenyl)-methanone

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / 80percent m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / -26 - -23 °C

2: 100 percent / H₂, conc. HCl / 10percent Pd/C / methanol / 6 h / 1471.02 Torr

3: 94 percent / 10percent NaOH / 1,2-dimethoxy-ethane / 0.08 h

With hydrogenchloride; sodium hydroxide; hydrogen; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1002/jhet.5570330658