Technology Process of (-)-2-epi-brunsvigine
There total 12 articles about (-)-2-epi-brunsvigine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
hexane; dichloromethane;
at -78 ℃;
for 2h;
DOI:10.1002/anie.201307324
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: ammonium chloride; zinc / ethyl acetate; ethanol; water / 6 h / 55 °C
2.1: tetrabutyl ammonium fluoride / dichloromethane / 0.08 h / 0 °C
2.2: 1 h / 0 °C
3.1: trifluoroacetic acid / 1,2-dichloro-ethane / 1 h / 20 - 55 °C
4.1: hydrazine; potassium hydroxide / water; ethylene glycol / 4 h / 20 - 160 °C
5.1: hydrogenchloride / water
6.1: [bis(acetoxy)iodo]benzene / methanol / 2 h / -20 °C
7.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen / propan-1-ol / 25.5 h / 20 °C / 7600.51 - 45603.1 Torr / Inert atmosphere; Autoclave
8.1: oxalic acid / tetrahydrofuran / 5 h / 20 °C
9.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / -78 °C
With
hydrogenchloride; bis(1,5-cyclooctadiene)diiridium(I) dichloride; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; hydrogen; oxalic acid; diisobutylaluminium hydride; ammonium chloride; trifluoroacetic acid; potassium hydroxide; hydrazine; zinc;
In
tetrahydrofuran; methanol; propan-1-ol; ethanol; hexane; dichloromethane; water; ethylene glycol; ethyl acetate; 1,2-dichloro-ethane;
6.1: |Michael Addition;
DOI:10.1002/anie.201307324
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: tetrabutyl ammonium fluoride / dichloromethane / 0.08 h / 0 °C
1.2: 1 h / 0 °C
2.1: trifluoroacetic acid / 1,2-dichloro-ethane / 1 h / 20 - 55 °C
3.1: hydrazine; potassium hydroxide / water; ethylene glycol / 4 h / 20 - 160 °C
4.1: hydrogenchloride / water
5.1: [bis(acetoxy)iodo]benzene / methanol / 2 h / -20 °C
6.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen / propan-1-ol / 25.5 h / 20 °C / 7600.51 - 45603.1 Torr / Inert atmosphere; Autoclave
7.1: oxalic acid / tetrahydrofuran / 5 h / 20 °C
8.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / -78 °C
With
hydrogenchloride; bis(1,5-cyclooctadiene)diiridium(I) dichloride; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; hydrogen; oxalic acid; diisobutylaluminium hydride; trifluoroacetic acid; potassium hydroxide; hydrazine;
In
tetrahydrofuran; methanol; propan-1-ol; hexane; dichloromethane; water; ethylene glycol; 1,2-dichloro-ethane;
5.1: |Michael Addition;
DOI:10.1002/anie.201307324