Technology Process of <5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-propyl-7H-indolo<3,4-gh><1,4>benzoxazine
There total 9 articles about <5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-propyl-7H-indolo<3,4-gh><1,4>benzoxazine 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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84132-00-3
<5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-propyl-7H-indolo<3,4-gh><1,4>benzoxazine
- Guidance literature:
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With
potassium carbonate;
In
N,N-dimethyl-formamide;
at 55 ℃;
for 3h;
DOI:10.1021/jm00358a012
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84132-00-3
<5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-propyl-7H-indolo<3,4-gh><1,4>benzoxazine
- Guidance literature:
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Multi-step reaction with 9 steps
1: 94 percent / pyridine hydrobromide perbromide, acetic acid / 0.25 h / 50 °C
2: 58 percent / NaN3, acetic acid / H2O; dimethylformamide / 1 h / 20 °C
3: 2.22 g / concd. HCl / 10percent Pd/C / ethanol / 5 h / 20 °C
4: NaBH4 / ethanol / 1 h / 5 °C
5: 75 percent / AlCl3, LiAlH4 / dioxane / 2 h / Heating
6: 89 percent / NaOH / H2O; CHCl3 / 1.5 h
7: 87 percent / NaH / 1,2-dimethoxy-ethane / 1.5 h / 20 °C
8: 85 percent / LiAlH4 / tetrahydrofuran / 1.5 h / Heating
9: 86 percent / potassium carbonate / dimethylformamide / 3 h / 55 °C
With
hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; sodium azide; pyridinium hydrobromide perbromide; sodium hydride; potassium carbonate; acetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00358a012
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84132-00-3
<5aRS(5aα,6aβ,10α)>-4,5,5a,6,6a,7,9,10a-octahydro-4-(phenylmethyl)-7-propyl-7H-indolo<3,4-gh><1,4>benzoxazine
- Guidance literature:
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Multi-step reaction with 8 steps
1: 58 percent / NaN3, acetic acid / H2O; dimethylformamide / 1 h / 20 °C
2: 2.22 g / concd. HCl / 10percent Pd/C / ethanol / 5 h / 20 °C
3: NaBH4 / ethanol / 1 h / 5 °C
4: 75 percent / AlCl3, LiAlH4 / dioxane / 2 h / Heating
5: 89 percent / NaOH / H2O; CHCl3 / 1.5 h
6: 87 percent / NaH / 1,2-dimethoxy-ethane / 1.5 h / 20 °C
7: 85 percent / LiAlH4 / tetrahydrofuran / 1.5 h / Heating
8: 86 percent / potassium carbonate / dimethylformamide / 3 h / 55 °C
With
hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; sodium azide; sodium hydride; potassium carbonate; acetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00358a012
