Technology Process of (6bS, 11aS)-4-(1,2,6b,7,8,10,11,11a-octahydro-9H-azepino[4,5-b][1,4]oxazino[2,3,4-hi]indol-9-yl)-1-(4-fluorophenyl)-1-butanone
There total 8 articles about (6bS, 11aS)-4-(1,2,6b,7,8,10,11,11a-octahydro-9H-azepino[4,5-b][1,4]oxazino[2,3,4-hi]indol-9-yl)-1-(4-fluorophenyl)-1-butanone 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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1576240-05-5
(6bS, 11aS)-1,2,6b,8,9,10,11,11a-octahydro-7H-azepino[4,5-b][1,4]oxazino[2,3,4-hi]indole
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1576240-08-8
(6bS, 11aS)-4-(1,2,6b,7,8,10,11,11a-octahydro-9H-azepino[4,5-b][1,4]oxazino[2,3,4-hi]indol-9-yl)-1-(4-fluorophenyl)-1-butanone
- Guidance literature:
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With
potassium carbonate; potassium iodide;
In
1,4-dioxane;
at 100 ℃;
for 48h;
DOI:10.1021/jm401958n
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1576240-08-8
(6bS, 11aS)-4-(1,2,6b,7,8,10,11,11a-octahydro-9H-azepino[4,5-b][1,4]oxazino[2,3,4-hi]indol-9-yl)-1-(4-fluorophenyl)-1-butanone
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: isopropyl alcohol / Reflux
1.2: Reflux
2.1: sodium cyanoborohydride; trifluoroacetic acid / 0 - 20 °C
2.2: Reflux
3.1: sodium hydroxide / water; 1,4-dioxane / 20 °C
4.1: Chiracel OD / isopropyl alcohol; hexane / Resolution of racemate
5.1: trifluoroacetic acid / dichloromethane / 20 °C
6.1: potassium carbonate; potassium iodide / 1,4-dioxane / 48 h / 100 °C
With
sodium cyanoborohydride; potassium carbonate; trifluoroacetic acid; potassium iodide; sodium hydroxide;
In
1,4-dioxane; hexane; dichloromethane; water; isopropyl alcohol;
DOI:10.1021/jm401958n
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1576240-08-8
(6bS, 11aS)-4-(1,2,6b,7,8,10,11,11a-octahydro-9H-azepino[4,5-b][1,4]oxazino[2,3,4-hi]indol-9-yl)-1-(4-fluorophenyl)-1-butanone
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: methanesulfonic acid; sodium azide / 1.25 h / 0 - 20 °C
2.1: lithium aluminium tetrahydride / diethyl ether; tetrahydrofuran / 16 h / Reflux
3.1: acetic acid / water / 1.17 h / 0 - 10 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Cooling with ice
5.1: isopropyl alcohol / Reflux
5.2: Reflux
6.1: sodium cyanoborohydride; trifluoroacetic acid / 0 - 20 °C
6.2: Reflux
7.1: sodium hydroxide / water; 1,4-dioxane / 20 °C
8.1: Chiracel OD / isopropyl alcohol; hexane / Resolution of racemate
9.1: trifluoroacetic acid / dichloromethane / 20 °C
10.1: potassium carbonate; potassium iodide / 1,4-dioxane / 48 h / 100 °C
With
lithium aluminium tetrahydride; sodium azide; methanesulfonic acid; sodium cyanoborohydride; potassium carbonate; acetic acid; trifluoroacetic acid; potassium iodide; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; water; isopropyl alcohol;
DOI:10.1021/jm401958n