Technology Process of 2-[(3aS,5Z,9Z,12aR)-3a,6,10-trimethyl-4,7,8,11,12,12a-hexahydro-3H-cyclopenta[11]annulen-1-yl]propan-2-ol
There total 62 articles about 2-[(3aS,5Z,9Z,12aR)-3a,6,10-trimethyl-4,7,8,11,12,12a-hexahydro-3H-cyclopenta[11]annulen-1-yl]propan-2-ol which
guide to synthetic route it.
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synthetic route:
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502442-83-3
1-((3aR,12aS)-(5E,9E)-3a,6,10-trimethyl-3,3a,4,7,8,11,12,12a-octahydrocyclopenta[a]cycloundecen-1-yl)ethanone
- Guidance literature:
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With
methyllithium;
In
tetrahydrofuran; diethyl ether;
at -78 ℃;
for 0.166667h;
DOI:10.1016/S0040-4020(02)01474-6
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153081-59-5
(6E,10E)-(2S,3aR,12aS)-3-Isopropylidene-6,10,12a-trimethyl-1,2,3,3a,4,5,8,9,12,12a-decahydro-cyclopentacycloundecen-2-ol
- Guidance literature:
-
With
sodium hydroxide;
In
acetone;
for 0.5h;
DOI:10.1021/jo00010a039
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: 83 percent / diisopropylethylamine / CH2Cl2 / 0.05 h / -78 °C
2.1: chiral oxazaborolidinium catalyst / toluene / 13 h / -93 - -78 °C
3.1: 1,2-dichloro-ethane / 12 h / 60 °C
4.1: TBAF / tetrahydrofuran / 0.08 h / 25 °C
5.1: Raney Ni / tetrahydrofuran / 10 h / 25 °C
6.1: NAHMDS / tetrahydrofuran / 0.5 h / -78 °C
6.2: tetrahydrofuran / 0.67 h / -78 - 0 °C
7.1: IBX*MPO / CH2Cl2; dimethylsulfoxide / 6 h / 25 °C
8.1: benzyltriethylammonium chloride; 2,4,6-triisopropylbenzenesulfonyl azide; aq. KOH / 18-crown-6 / benzene / 48 h / 40 - 45 °C
9.1: Et3N / 3.75 h / 25 °C / Irradiation
9.2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 18 h / 115 °C
10.1: hexane; tetrahydrofuran / 1 h / -20 °C
With
potassium hydroxide; IBX*MPO; chiral oxazaborolidinium catalyst; 2,4,6-Triisopropylbenzenesulfonyl azide; tetrabutyl ammonium fluoride; N-benzyl-N,N,N-triethylammonium chloride; sodium hexamethyldisilazane; nickel; triethylamine; N-ethyl-N,N-diisopropylamine;
18-crown-6 ether;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene; benzene;
2.1: Diels-Alder reaction;
DOI:10.1021/ja0576379