5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline

Base Information

Chemical Name:5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline
CAS No.:1227798-77-7
Molecular Formula:C₁₈H₁₈Br₂N₂O₇S
Molecular Weight:566.224
Hs Code.:

Synonyms:5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline

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Chemical Property of 5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline

Chemical Property:

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Technology Process of 5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline

There total 1 articles about 5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline 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: 85.0%

: 898530-60-4
5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-hydroxyisoquinoline

: 149-73-5
trimethyl orthoformate

: 1227798-77-7
5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 20 ℃; for 21.5h; Inert atmosphere;
DOI:10.1039/b926965g

Reference yield:

: 1227798-78-8
benzyl 2-methoxy-2-(trimethylsilyloxy)vinyl(trimethylsilyl)carbamate

: 1227798-77-7
5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline

: 1227798-79-9
methyl 2-(benzyloxycarbonylamino)-2-(5,8-dibromo-6,7-dimethoxy-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)ethanoate

Guidance literature:: benzyl 2-methoxy-2-(trimethylsilyloxy)vinyl(trimethylsilyl)carbamate; 5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline; With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 2.2h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1039/b926965g

Reference yield:

: 1227798-77-7
5,8-dibromo-2-(o-nitrobenzenesulfonyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methoxyisoquinoline

: 1227798-81-3
1-benzyloxycarbonyl-6-bromo-7,8-dimethoxy-3-(o-nitrobenzenesulfonyl)-2-methoxycarbonyl-1,2,2a,3,4,5-hexahydro-1,3-diazaacenaphthylene

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 2 h / 0 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 2.25 h / 0 - 20 °C / Inert atmosphere

3: copper(l) iodide; cesium acetate; potassium phosphate / dimethyl sulfoxide / 3 h / 90 °C / Inert atmosphere

With potassium phosphate; copper(l) iodide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; cesium acetate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1: |Mannich Aminomethylation;
DOI:10.1016/j.tet.2013.10.057