Technology Process of (4bR,7S,8aS,9R)-3-(benzyloxy)-11-(cyclopropylmethyl)-8a-hydroxy-7-(2-hydroxyethyl)-8,8a,9,10-tetrahydro-5H-9,4b-(epiminoethano)phenanthren-6(7H)-one
There total 13 articles about (4bR,7S,8aS,9R)-3-(benzyloxy)-11-(cyclopropylmethyl)-8a-hydroxy-7-(2-hydroxyethyl)-8,8a,9,10-tetrahydro-5H-9,4b-(epiminoethano)phenanthren-6(7H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogenchloride;
In
tetrahydrofuran; water;
at 20 ℃;
for 18h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: toluene-4-sulfonic acid / benzene / 1 h / Reflux; Dean-Stark
2.1: 1H-imidazole / N,N-dimethyl-formamide / 120 h / 20 °C
3.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / -78 - -30 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
4.2: 4 h / 20 °C
5.1: hydrogenchloride / water; tetrahydrofuran / 18 h / 20 °C
With
1H-imidazole; hydrogenchloride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; benzene;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: zinc; ammonium chloride / acetone; water / 4.5 h / 60 °C
2.1: caesium carbonate / tetrahydrofuran / 70 °C
3.1: palladium diacetate; 1,3-bis-(diphenylphosphino)propane; triethylsilane / tetrahydrofuran / 20 °C
4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 - -10 °C
4.2: -78 - 20 °C
5.1: boron tribromide / dichloromethane / 0.25 h / 0 °C
6.1: toluene-4-sulfonic acid / benzene / 1 h / Reflux; Dean-Stark
7.1: 1H-imidazole / N,N-dimethyl-formamide / 120 h / 20 °C
8.1: diisobutylaluminium hydride / dichloromethane; hexane / 2 h / -78 - -30 °C
9.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
9.2: 4 h / 20 °C
10.1: hydrogenchloride / water; tetrahydrofuran / 18 h / 20 °C
With
1H-imidazole; hydrogenchloride; triethylsilane; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; sodium hexamethyldisilazane; boron tribromide; sodium hydride; diisobutylaluminium hydride; ammonium chloride; caesium carbonate; toluene-4-sulfonic acid; zinc;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;