Technology Process of (1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-2-(tert-butyldimethylsilyloxy)-1-((3S,1E)-3-(tert-butyl dimethylsilyloxy)oct-1-enyl)-1H-cyclopenta[b]naphthalen-5-yl benzoate
There total 15 articles about (1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-2-(tert-butyldimethylsilyloxy)-1-((3S,1E)-3-(tert-butyl dimethylsilyloxy)oct-1-enyl)-1H-cyclopenta[b]naphthalen-5-yl benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-2-(tert-butyldimethylsilyloxy)-1-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)-1H-cyclopenta[b]naphthalen-5-ol;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 0 - 20 ℃;
for 0.166667h;
benzoyl chloride;
In
tetrahydrofuran; mineral oil;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-butyllithium; copper(l) cyanide; methyllithium / diethyl ether; hexane; tetrahydrofuran / 0.5 h / -70 °C
1.2: 0.5 h / -70 °C
2.1: toluene-4-sulfonic acid / tetrahydrofuran; dichloromethane / 1.5 h / 25 °C / Cooling with ice
2.2: 1 h / 20 °C
3.1: 1H-imidazole / ethyl acetate / 20 °C
4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / Inert atmosphere
4.2: 1.75 h / 0 - 20 °C
5.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere
6.1: hydrogen; potassium hydroxide; 5%-palladium/activated carbon / methanol / 5 h
7.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 °C / Inert atmosphere; Reflux
8.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 - 20 °C
8.2: 0.5 h
With
1H-imidazole; n-butyllithium; 5%-palladium/activated carbon; methyllithium; hydrogen; copper(l) cyanide; sodium hydride; toluene-4-sulfonic acid; triethylamine; 9-bora-bicyclo[3.3.1]nonane; potassium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; mineral oil;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-butyllithium; copper(l) cyanide; methyllithium / diethyl ether; hexane; tetrahydrofuran / 0.5 h / -70 °C
1.2: 0.5 h / -70 °C
2.1: toluene-4-sulfonic acid / tetrahydrofuran; dichloromethane / 1.5 h / 25 °C / Cooling with ice
2.2: 1 h / 20 °C
3.1: 1H-imidazole / ethyl acetate / 20 °C
4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / Inert atmosphere
4.2: 1.75 h / 0 - 20 °C
5.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere
6.1: hydrogen; potassium hydroxide; 5%-palladium/activated carbon / methanol / 5 h
7.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 °C / Inert atmosphere; Reflux
8.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 - 20 °C
8.2: 0.5 h
With
1H-imidazole; n-butyllithium; 5%-palladium/activated carbon; methyllithium; hydrogen; copper(l) cyanide; sodium hydride; toluene-4-sulfonic acid; triethylamine; 9-bora-bicyclo[3.3.1]nonane; potassium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; mineral oil;
![(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-2-(tert-butyldimethylsilyloxy)-1-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)-1H-cyclopenta[b]naphthalen-5-ol](/Databaselist/images/loading.webp)
