Technology Process of (4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline hydrochloride
There total 10 articles about (4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline hydrochloride 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:
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1367594-55-5
(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline
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1367596-69-7
(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline hydrochloride
- Guidance literature:
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With
hydrogenchloride;
In
diethyl ether; dichloromethane;
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1367596-69-7
(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline hydrochloride
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: N-chloro-succinimide / water; acetone / 0.25 h
2.1: sodium tetrahydroborate / methanol; water
3.1: pyridine / 42 h / Cooling with ice
4.1: lithium bromide / N,N-dimethyl-formamide / 100 °C
5.1: barium hydroxide octahydrate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 1 h / Reflux
6.1: 55 - 60 °C
7.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; ethanol / 760.05 Torr
7.2: 20 °C
7.3: 2 h
8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere; Cooling with ice
8.2: 20 °C
9.1: hydrogenchloride / diethyl ether; dichloromethane
With
pyridine; hydrogenchloride; sodium tetrahydroborate; N-chloro-succinimide; barium hydroxide octahydrate; hydrogen; sodium hydride; lithium bromide;
bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil;
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1367596-69-7
(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline hydrochloride
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 90 °C
2.1: N-chloro-succinimide / water; acetone / 0.25 h
3.1: sodium tetrahydroborate / methanol; water
4.1: pyridine / 42 h / Cooling with ice
5.1: lithium bromide / N,N-dimethyl-formamide / 100 °C
6.1: barium hydroxide octahydrate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 1 h / Reflux
7.1: 55 - 60 °C
8.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; ethanol / 760.05 Torr
8.2: 20 °C
8.3: 2 h
9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere; Cooling with ice
9.2: 20 °C
10.1: hydrogenchloride / diethyl ether; dichloromethane
With
pyridine; hydrogenchloride; sodium tetrahydroborate; N-chloro-succinimide; barium hydroxide octahydrate; hydrogen; sodium hydride; sodium hydrogencarbonate; lithium bromide;
bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil;