Technology Process of (4S,5S,7R,8R,E)-7-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-8-methoxy-2,4-dimethyldeca-2,9-dienal
There total 11 articles about (4S,5S,7R,8R,E)-7-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-8-methoxy-2,4-dimethyldeca-2,9-dienal 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:
- Guidance literature:
-
With
sodium hydrogencarbonate; Dess-Martin periodane;
In
dichloromethane;
at 0 ℃;
for 0.5h;
Inert atmosphere;
DOI:10.1021/ol5011278
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1.5 h / 0 °C / Inert atmosphere
2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1.25 h / -78 - -45 °C / Inert atmosphere
2.2: 20 °C / Inert atmosphere
3.1: titanium(IV) trichloride isopropoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
3.2: 48 h / -50 °C / Inert atmosphere
3.3: 24 h / 20 °C / Inert atmosphere
4.1: 2,6-dimethylpyridine / dichloromethane / 12 h / -78 - 20 °C / Inert atmosphere
5.1: lithium borohydride / methanol; diethyl ether / 12 h / 0 °C / Inert atmosphere
6.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
With
2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; titanium(IV) trichloride isopropoxide; water; sodium hydrogencarbonate; Dess-Martin periodane; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
methanol; diethyl ether; dichloromethane;
2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1021/ol5011278
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1.25 h / -78 - -45 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: titanium(IV) trichloride isopropoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
2.2: 48 h / -50 °C / Inert atmosphere
2.3: 24 h / 20 °C / Inert atmosphere
3.1: 2,6-dimethylpyridine / dichloromethane / 12 h / -78 - 20 °C / Inert atmosphere
4.1: lithium borohydride / methanol; diethyl ether / 12 h / 0 °C / Inert atmosphere
5.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
With
2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; titanium(IV) trichloride isopropoxide; sodium hydrogencarbonate; Dess-Martin periodane; dimethyl sulfoxide;
In
methanol; diethyl ether; dichloromethane;
1.1: |Swern Oxidation / 1.2: |Swern Oxidation;
DOI:10.1021/ol5011278
![(4S,5S,7R,8R,E)-7-(benzyloxy)-5-[(tert-butyldimethylsilyl)oxy]-8-methoxy-2,4-dimethyldeca-2,9-dien-1-ol](/Databaselist/images/loading.webp)
