Technology Process of (3E,6R,7S,8R,9Z)-12-(2,5-dimethoxy-3-nitrophenyl)-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-ol
There total 9 articles about (3E,6R,7S,8R,9Z)-12-(2,5-dimethoxy-3-nitrophenyl)-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-ol 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:
-
(2R,3R,4Z)-7-(2,5-dimethoxy-3-nitrophenyl)-3-(4-methoxybenzyloxy)-2,4-dimethyl-hept-4-enal;
With
dimethylaluminum chloride;
In
hexane; dichloromethane;
at -78 ℃;
for 0.166667h;
Inert atmosphere;
(E)-2,4-pentadienyltrimethylsilane;
In
hexane; dichloromethane;
at -78 ℃;
for 5h;
optical yield given as %de;
Inert atmosphere;
DOI:10.1021/ol200160p
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydroxide / tetrahydrofuran; water / 25 h / 50 °C / Inert atmosphere; Sealed tube
2.1: periodic acid / ethyl acetate / 0.67 h / 25 °C
3.1: dimethylaluminum chloride / hexane; dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.2: 5 h / -78 °C / Inert atmosphere
With
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; dimethylaluminum chloride; periodic acid; sodium hydroxide;
In
tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate;
1.1: Suzuki coupling;
DOI:10.1021/ol200160p
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: pyridinium p-toluenesulfonate / dichloromethane / 17 h / 25 °C / Inert atmosphere
2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydroxide / tetrahydrofuran; water / 25 h / 50 °C / Inert atmosphere; Sealed tube
3.1: periodic acid / ethyl acetate / 0.67 h / 25 °C
4.1: dimethylaluminum chloride / hexane; dichloromethane / 0.17 h / -78 °C / Inert atmosphere
4.2: 5 h / -78 °C / Inert atmosphere
With
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; dimethylaluminum chloride; pyridinium p-toluenesulfonate; periodic acid; sodium hydroxide;
In
tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate;
2.1: Suzuki coupling;
DOI:10.1021/ol200160p
