Technology Process of (1S,3aS,4R,7aS)-4-{2-[(1S,3S)-3-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)-2-methylenecyclohexyl]ethyl}-6-hydroxy-1-(methoxymethoxy)-7a-methylhexahydro-1H-inden-5(6H)-one
There total 8 articles about (1S,3aS,4R,7aS)-4-{2-[(1S,3S)-3-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)-2-methylenecyclohexyl]ethyl}-6-hydroxy-1-(methoxymethoxy)-7a-methylhexahydro-1H-inden-5(6H)-one 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
formic acid;
In
tetrahydrofuran; water;
at 0 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/ol201327u
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 0 °C / Inert atmosphere
2.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
3.1: zinc / methanol / 8 h / 20 °C / Inert atmosphere
4.1: 1H-imidazole; dmap / dichloromethane / 8 h / 20 °C / Inert atmosphere
5.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1.08 h / -78 - 20 °C / Inert atmosphere
5.2: 1.5 h / Inert atmosphere
6.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / -20 °C / Inert atmosphere
7.1: formic acid / tetrahydrofuran; water / 2 h / 0 °C / Inert atmosphere
With
1H-imidazole; dmap; n-butyllithium; formic acid; tetrabutyl ammonium fluoride; iodine; sodium hydrogencarbonate; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; zinc;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
6.1: Rubottom oxidation;
DOI:10.1021/ol201327u
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 5 h
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 0 °C / Inert atmosphere
3.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
4.1: zinc / methanol / 8 h / 20 °C / Inert atmosphere
5.1: 1H-imidazole; dmap / dichloromethane / 8 h / 20 °C / Inert atmosphere
6.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1.08 h / -78 - 20 °C / Inert atmosphere
6.2: 1.5 h / Inert atmosphere
7.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / -20 °C / Inert atmosphere
8.1: formic acid / tetrahydrofuran; water / 2 h / 0 °C / Inert atmosphere
With
1H-imidazole; dmap; n-butyllithium; formic acid; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium hydrogencarbonate; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; zinc;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate;
7.1: Rubottom oxidation;
DOI:10.1021/ol201327u
