Technology Process of (3S)-1,2,3,4,4a,9,10,10aα-Octahydro-1,1,4aβ-trimethyl-7-isopropyl-3α,6-phenanthrenediol
There total 10 articles about (3S)-1,2,3,4,4a,9,10,10aα-Octahydro-1,1,4aβ-trimethyl-7-isopropyl-3α,6-phenanthrenediol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
aluminium trichloride; ethanethiol;
In
dichloromethane;
for 1h;
Ambient temperature;
DOI:10.1246/bcsj.54.581
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 94.8 percent / LiAlH4 / diethyl ether / 1.5 h / Ambient temperature
2: 67.3 percent / H2 / 5percent Pd/C / methanol / 20 h / Ambient temperature
3: 96.3 percent / pyridine / 1.5 h / 74 - 77 °C
4: 95.3 percent / AlCl3 / CH2Cl2 / a) 0-5 deg C, 30 min, b) RT, 24 h
5: 83.9 percent / m-chloroperbenzoic acid, p-toluenesulfonic acid / 1,2-dichloro-ethane / 3.5 h / Heating
6: LiAlH4 / diethyl ether / a) 0-5 deg C, 45 min, b) RT, 30 min
7: 72.8 percent / K2CO3 / butan-2-one / 8 h / Heating
8: 86.3 percent / POCl3 / pyridine / 1 h / Heating
9: 1.) NaBH4, BF3*Et2O, 2.) aq. NaOH, H2O2 / 1.) THF, 0-5 deg C, 2 h, 2.) THF, a) -5 - 0 deg C, 30 min, b) RT, 1 h
10: 96.1 percent / AlCl3, ethanethiol / CH2Cl2 / 1 h / Ambient temperature
With
pyridine; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; ethanethiol; trichlorophosphate;
palladium on activated charcoal;
In
pyridine; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; butanone;
DOI:10.1246/bcsj.54.581
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 67.3 percent / H2 / 5percent Pd/C / methanol / 20 h / Ambient temperature
2: 96.3 percent / pyridine / 1.5 h / 74 - 77 °C
3: 95.3 percent / AlCl3 / CH2Cl2 / a) 0-5 deg C, 30 min, b) RT, 24 h
4: 83.9 percent / m-chloroperbenzoic acid, p-toluenesulfonic acid / 1,2-dichloro-ethane / 3.5 h / Heating
5: LiAlH4 / diethyl ether / a) 0-5 deg C, 45 min, b) RT, 30 min
6: 72.8 percent / K2CO3 / butan-2-one / 8 h / Heating
7: 86.3 percent / POCl3 / pyridine / 1 h / Heating
8: 1.) NaBH4, BF3*Et2O, 2.) aq. NaOH, H2O2 / 1.) THF, 0-5 deg C, 2 h, 2.) THF, a) -5 - 0 deg C, 30 min, b) RT, 1 h
9: 96.1 percent / AlCl3, ethanethiol / CH2Cl2 / 1 h / Ambient temperature
With
pyridine; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; ethanethiol; trichlorophosphate;
palladium on activated charcoal;
In
pyridine; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; butanone;
DOI:10.1246/bcsj.54.581
