Technology Process of 2-(3-methoxy-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl)propan-2-ol
There total 1 articles about 2-(3-methoxy-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-yl)propan-2-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: H3PO4 / toluene / 2 h / 100 °C
1.2: (-)-α-methylbenzylamine
2.1: 90 percent / K2CO3 / acetone / 3 h / 20 °C
3.1: 90 percent / LiAlH4 / diethyl ether / 1 h / -10 °C
4.1: 75 percent / 4A molecular sieves; NaOAc; PCC / CH2Cl2 / 1 h / -10 °C
5.1: n-BuLi / hexane / 1 h / 20 °C
5.2: 60 percent / hexane / 4 h
6.1: 95 percent / H2 / 10 percent Pd/C / ethanol / 20 °C
7.1: 85 percent / BF3*Et2O / CH2Cl2
8.1: 95 percent / AlCl3 / CH2Cl2 / -5 °C
9.1: 95 percent / THF / 4 h / 0 °C
With
tetrahydrofuran; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; phosphoric acid; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; sodium acetate; potassium carbonate; pyridinium chlorochromate;
palladium on activated charcoal;
In
diethyl ether; ethanol; hexane; dichloromethane; acetone; toluene;
1.1: Cyclization / 1.2: racemate resolution / 2.1: Methylation / 3.1: Reduction / 4.1: Oxidation / 5.1: Metallation / 5.2: Condensation / 6.1: Catalytic hydrogenation / 7.1: Cyclization / 8.1: Acetylation / 9.1: Addition;
- Guidance literature:
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Multi-step reaction with 5 steps
1: 95 percent / acetic acid / 0.08 h / Heating
2: 1.) BF3*Et2O, NaBH4, 2.) 30percent aq. H2O2, 12percent aq. NaOH / 1.) THF, from 0 deg C to 5 deg C, 2 h, 2.) aq. THF, from -5 deg C to RT, 1.5 h
3: 94 percent / pyridine / 1.5 h / 80 - 85 °C
4: 91 percent / AlCl3, ethanethiol / CH2Cl2 / 1 h / Ambient temperature
5: 40 percent / CHCl3 / 50 h / Ambient temperature
With
pyridine; sodium hydroxide; sodium tetrahydroborate; aluminium trichloride; boron trifluoride diethyl etherate; dihydrogen peroxide; acetic acid; ethanethiol;
In
dichloromethane; chloroform;
DOI:10.1246/bcsj.56.2013
- Guidance literature:
-
Multi-step reaction with 3 steps
1: palladium 10% on activated carbon; acetic acid; hydrogen / water; methanol / 3 h / 50 °C
2: acetic acid; chromium(VI) oxide / water / 1 h / 20 °C
3: boron tribromide / dichloromethane / 12 h
With
chromium(VI) oxide; palladium 10% on activated carbon; hydrogen; boron tribromide; acetic acid;
In
methanol; dichloromethane; water;
