Technology Process of 1,12-Epoxy-9H-indolo[3,2,1-de]phenanthridine,9a,10,11,12,13,13a-hexahydro-2,9,9,12-tetramethyl-, (9aR,12S,13aS)-rel-(+)-
There total 16 articles about 1,12-Epoxy-9H-indolo[3,2,1-de]phenanthridine,9a,10,11,12,13,13a-hexahydro-2,9,9,12-tetramethyl-, (9aR,12S,13aS)-rel-(+)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
camphor-10-sulfonic acid;
In
hexane;
for 45h;
Overall yield = 96 %; Overall yield = 47.8 mg;
Inert atmosphere;
Darkness;
DOI:10.1002/chem.201301792
- Guidance literature:
-
Multi-step reaction with 6 steps
1: iron; acetic acid / 4 h / 45 °C / Inert atmosphere
2: caesium carbonate; palladium diacetate; XPhos / toluene / 16 h / Inert atmosphere; Reflux
3: potassium carbonate; palladium diacetate; trimethylpyruvic acid / 23 h / 85 °C / Inert atmosphere
4: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 72 h / 20 °C / Inert atmosphere
5: titanium(IV)isopropoxide / toluene / 15 h / -78 - 20 °C / Inert atmosphere
6: camphor-10-sulfonic acid / hexane / 45 h / Inert atmosphere; Darkness
With
palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; palladium diacetate; titanium(IV)isopropoxide; iron; potassium carbonate; caesium carbonate; acetic acid; trimethylpyruvic acid; XPhos;
In
methanol; hexane; dichloromethane; toluene;
2: |Buchwald-Hartwig Coupling;
DOI:10.1002/chem.201301792
- Guidance literature:
-
Multi-step reaction with 5 steps
1: caesium carbonate; palladium diacetate; XPhos / toluene / 16 h / Inert atmosphere; Reflux
2: potassium carbonate; palladium diacetate; trimethylpyruvic acid / 23 h / 85 °C / Inert atmosphere
3: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 72 h / 20 °C / Inert atmosphere
4: titanium(IV)isopropoxide / toluene / 15 h / -78 - 20 °C / Inert atmosphere
5: camphor-10-sulfonic acid / hexane / 45 h / Inert atmosphere; Darkness
With
palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; palladium diacetate; titanium(IV)isopropoxide; potassium carbonate; caesium carbonate; trimethylpyruvic acid; XPhos;
In
methanol; hexane; dichloromethane; toluene;
1: |Buchwald-Hartwig Coupling;
DOI:10.1002/chem.201301792