Technology Process of (4aR,5S,10bR,12S)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-8(7H)-one
There total 15 articles about (4aR,5S,10bR,12S)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-8(7H)-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:
-
-
107965-41-3
(4aR,5S,10bR,12S)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-8(7H)-one
- Guidance literature:
-
With
palladium 10% on activated carbon; hydrogen;
In
ethanol;
at 20 ℃;
for 12h;
DOI:10.1021/jo402419h
-
-
107965-41-3
(4aR,5S,10bR,12S)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-8(7H)-one
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: lithium diisopropyl amide
2.1: tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos; potassium carbonate
3.1: lithium diisopropyl amide / -25 °C
4.1: sodium tetrahydroborate
5.1: triethylamine; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl acetamide / 130 °C
6.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate
7.1: tetrahydrofuran / 3 h / -25 °C / Inert atmosphere
8.1: borane-THF; sodium hydroxide; dihydrogen peroxide / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
9.1: triethylamine; methanesulfonyl chloride / dichloromethane / 20 °C / Inert atmosphere
9.2: 0.5 h / 20 °C / Inert atmosphere
9.3: 3 h / Inert atmosphere
10.1: thionyl chloride / N,N-dimethyl acetamide / 9 h / 20 °C / Inert atmosphere
11.1: hydrogen bromide / water / 10 h / Reflux
12.1: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C
With
sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); thionyl chloride; tetrapropylammonium perruthennate; borane-THF; palladium 10% on activated carbon; hydrogen bromide; hydrogen; dihydrogen peroxide; potassium carbonate; methanesulfonyl chloride; 4-methylmorpholine N-oxide; triethylamine; sodium hydroxide; lithium diisopropyl amide; tert-butyl XPhos;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water;
2.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/jo402419h
-
-
107965-41-3
(4aR,5S,10bR,12S)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-8(7H)-one
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos; potassium carbonate
2.1: lithium diisopropyl amide / -25 °C
3.1: sodium tetrahydroborate
4.1: triethylamine; tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl acetamide / 130 °C
5.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate
6.1: tetrahydrofuran / 3 h / -25 °C / Inert atmosphere
7.1: borane-THF; sodium hydroxide; dihydrogen peroxide / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
8.1: triethylamine; methanesulfonyl chloride / dichloromethane / 20 °C / Inert atmosphere
8.2: 0.5 h / 20 °C / Inert atmosphere
8.3: 3 h / Inert atmosphere
9.1: thionyl chloride / N,N-dimethyl acetamide / 9 h / 20 °C / Inert atmosphere
10.1: hydrogen bromide / water / 10 h / Reflux
11.1: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C
With
sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); thionyl chloride; tetrapropylammonium perruthennate; borane-THF; palladium 10% on activated carbon; hydrogen bromide; hydrogen; dihydrogen peroxide; potassium carbonate; methanesulfonyl chloride; 4-methylmorpholine N-oxide; triethylamine; sodium hydroxide; lithium diisopropyl amide; tert-butyl XPhos;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water;
1.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/jo402419h