Technology Process of (4bS,8aS)-4b,5,6,7,8,8a,9,10-Octahydro-1,4-dihydroxy-4b,8,8-trimethyl-2-phenanthrenecarbaldehyde
There total 18 articles about (4bS,8aS)-4b,5,6,7,8,8a,9,10-Octahydro-1,4-dihydroxy-4b,8,8-trimethyl-2-phenanthrenecarbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
aluminium trichloride;
In
dichloromethane;
for 6h;
Heating;
DOI:10.1246/bcsj.56.290
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 83 percent / boron tribromide / CH2Cl2 / 1 h / 5 - 10 °C
2: 12 percent / acetic acid / 0.5 h / Heating
3: lithium aluminium hydride / diethyl ether / 1.5 h / Ambient temperature
4: 0.08 h / Heating
5: 294 mg / nitric acid, acetic anhydride / 0.5 h / -10 - -7 °C
6: 478 mg / potassium carbonate / butan-2-one / 5 h / Heating
7: H2 / PtO2 / ethanol / 3 h / Ambient temperature
8: 1.) sodium nitrite, 2percent aq. sulfuric acid, 2.) water / 1.) THF, from -10 deg C to -7 deg C, 30 min, 2.) from 80 deg C to 90 deg C, 5 min
9: lithium aluminium hydride / diethyl ether / 1.5 h / Ambient temperature
10: 74 percent / potassium carbonate / butan-2-one / 10 h / Heating
11: 83 percent / barium manganate / CH2Cl2 / 24 h / Ambient temperature
12: 88 percent / aluminium chloride / CH2Cl2 / 6 h / Heating
With
lithium aluminium tetrahydride; aluminium trichloride; barium manganate; sulfuric acid; water; hydrogen; nitric acid; acetic anhydride; boron tribromide; potassium carbonate; acetic acid; sodium nitrite;
platinum(IV) oxide;
In
diethyl ether; ethanol; dichloromethane; butanone;
DOI:10.1246/bcsj.56.290
- Guidance literature:
-
Multi-step reaction with 14 steps
1: pyridine / 3 h / 80 - 90 °C
2: sodium iodide, Zn / dimethylformamide / 6 h / 110 - 115 °C
3: 83 percent / boron tribromide / CH2Cl2 / 1 h / 5 - 10 °C
4: 12 percent / acetic acid / 0.5 h / Heating
5: lithium aluminium hydride / diethyl ether / 1.5 h / Ambient temperature
6: 0.08 h / Heating
7: 294 mg / nitric acid, acetic anhydride / 0.5 h / -10 - -7 °C
8: 478 mg / potassium carbonate / butan-2-one / 5 h / Heating
9: H2 / PtO2 / ethanol / 3 h / Ambient temperature
10: 1.) sodium nitrite, 2percent aq. sulfuric acid, 2.) water / 1.) THF, from -10 deg C to -7 deg C, 30 min, 2.) from 80 deg C to 90 deg C, 5 min
11: lithium aluminium hydride / diethyl ether / 1.5 h / Ambient temperature
12: 74 percent / potassium carbonate / butan-2-one / 10 h / Heating
13: 83 percent / barium manganate / CH2Cl2 / 24 h / Ambient temperature
14: 88 percent / aluminium chloride / CH2Cl2 / 6 h / Heating
With
pyridine; lithium aluminium tetrahydride; aluminium trichloride; barium manganate; sulfuric acid; water; hydrogen; nitric acid; acetic anhydride; boron tribromide; potassium carbonate; acetic acid; sodium iodide; zinc; sodium nitrite;
platinum(IV) oxide;
In
diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; butanone;
DOI:10.1246/bcsj.56.290