Technology Process of (+)-12-(3-chlorobenzoyloxy)-11-hydroxy-5-methyl-2,3:7,8-bis(methylenedioxy)-10b-triethylsilyloxy-4b,5,6,10b,11,12-hexahydrobenzo[c]phenanthridin-6(5H)-one
There total 5 articles about (+)-12-(3-chlorobenzoyloxy)-11-hydroxy-5-methyl-2,3:7,8-bis(methylenedioxy)-10b-triethylsilyloxy-4b,5,6,10b,11,12-hexahydrobenzo[c]phenanthridin-6(5H)-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:
-
Multi-step reaction with 5 steps
1: toluene-4-sulfonic acid / benzene / 1 h / Reflux
2: potassium osmate(VI) dihydrate; AD-mix-α; methanesulfonamide; water; hydroquinidein 1,4-phthalazinediyl diether / dichloromethane; tert-butyl alcohol / 86 h / 0 °C
3: trifluoroacetic acid
4: potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone
5: chloroform / 24 h / 0 - 20 °C
With
potassium osmate(VI) dihydrate; methanesulfonamide; AD-mix-α; water; potassium carbonate; toluene-4-sulfonic acid; hydroquinidein 1,4-phthalazinediyl diether; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
dichloromethane; chloroform; tert-butyl alcohol; benzene;
2: Sharpless dihydroxylation / 4: Pinacol type rearrangement;
DOI:10.1016/j.tet.2011.07.091
- Guidance literature:
-
Multi-step reaction with 8 steps
1: sulfuric acid; magnesium sulfate / dichloromethane / 24 h / 20 °C
2: tris-(dibenzylideneacetone)dipalladium(0); sodium metabisulfite; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 20 h / 100 °C / Inert atmosphere
3: water; N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere
4: toluene-4-sulfonic acid / benzene / 1 h / Reflux
5: potassium osmate(VI) dihydrate; AD-mix-α; methanesulfonamide; water; hydroquinidein 1,4-phthalazinediyl diether / dichloromethane; tert-butyl alcohol / 86 h / 0 °C
6: trifluoroacetic acid
7: potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone
8: chloroform / 24 h / 0 - 20 °C
With
sodium metabisulfite; potassium osmate(VI) dihydrate; tris-(dibenzylideneacetone)dipalladium(0); methanesulfonamide; AD-mix-α; sulfuric acid; water; magnesium sulfate; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; hydroquinidein 1,4-phthalazinediyl diether; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;
5: Sharpless dihydroxylation / 7: Pinacol type rearrangement;
DOI:10.1016/j.tet.2011.07.091
![(+)-5-methyl-2,3:7,8-bis(methylenedioxy)-10b-triethylsilyloxy-4b,10b-dihydrobenzo[c]phenanthridin-6(5H)-one](/Databaselist/images/loading.webp)
