Technology Process of (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde
There total 10 articles about (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde 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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1207384-14-2
(4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde
- Guidance literature:
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C20H26O3;
With
pyridine; Phenylselenyl chloride;
In
dichloromethane;
at 20 ℃;
for 2h;
With
dihydrogen peroxide;
In
dichloromethane; water;
at 20 ℃;
for 0.25h;
DOI:10.1021/ol902711b
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1207384-14-2
(4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde
- Guidance literature:
-
With
dihydrogen peroxide;
In
dichloromethane;
for 0.25h;
Inert atmosphere;
DOI:10.1021/jo501122k
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1207384-14-2
(4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbaldehyde
- Guidance literature:
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Multi-step reaction with 10 steps
1: tert-butyl alcohol; lithium; ammonia / hexane; tetrahydrofuran / 2 h / -33 °C / Inert atmosphere
2: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 0 °C / Reflux; Inert atmosphere
3: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 20 °C / Inert atmosphere
4: sodium periodate / water; ethanol / 1 h / 20 °C / Inert atmosphere
5: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 32 h / 20 °C / Inert atmosphere
6: potassium carbonate / methanol / 20 °C / Inert atmosphere
7: dipyridinium dichromate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere
8: sodium hydride / diethyl ether / 5 h / 20 °C / Inert atmosphere
9: pyridine / dichloromethane / 2 h / 20 °C / Inert atmosphere
10: dihydrogen peroxide / dichloromethane / 0.25 h / Inert atmosphere
With
pyridine; sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; ammonia; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; lithium; sodium hydride; potassium carbonate; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; tert-butyl alcohol;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
1: |Birch Reduction / 5: |Baeyer-Villiger Ketone Oxidation;
DOI:10.1021/jo501122k
