Technology Process of <4S-(4α,5α)>-(-)-4-benzyloxymethyl-5-methyl-2-cyclohexen-1-one
There total 7 articles about <4S-(4α,5α)>-(-)-4-benzyloxymethyl-5-methyl-2-cyclohexen-1-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) pig liver esterase / 1.) water, room t., pH=7; 2.) ether
2: 93 percent / p-toluenesulfonic acid / toluene / 2 h / Heating
3: 92 percent / LiAlH4 / diethyl ether / 3 h / Ambient temperature
4: 90 percent / sodium hydride, tetrabutyl ammonium iodide / tetrahydrofuran / 24 h / Ambient temperature
5: 80 percent / 5percent HCl / tetrahydrofuran / 12 h / Ambient temperature
6: 1.) LDA, chlorotrimethylsilane; 2.) Pd(OAc)2, p-benzoquinone / 1.) THF, from -78 degC to room t. over 1 h; 2.) acetonitrile, room t., 6 h
With
hydrogenchloride; palladium diacetate; lithium aluminium tetrahydride; chloro-trimethyl-silane; pig liver esterase; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; p-benzoquinone; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; toluene;
DOI:10.1016/S0040-4020(01)85667-2
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 90 percent / sodium hydride, tetrabutyl ammonium iodide / tetrahydrofuran / 24 h / Ambient temperature
2: 80 percent / 5percent HCl / tetrahydrofuran / 12 h / Ambient temperature
3: 1.) LDA, chlorotrimethylsilane; 2.) Pd(OAc)2, p-benzoquinone / 1.) THF, from -78 degC to room t. over 1 h; 2.) acetonitrile, room t., 6 h
With
hydrogenchloride; palladium diacetate; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide; sodium hydride; p-benzoquinone; lithium diisopropyl amide;
In
tetrahydrofuran;
DOI:10.1016/S0040-4020(01)85667-2
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 93 percent / p-toluenesulfonic acid / toluene / 2 h / Heating
2: 92 percent / LiAlH4 / diethyl ether / 3 h / Ambient temperature
3: 90 percent / sodium hydride, tetrabutyl ammonium iodide / tetrahydrofuran / 24 h / Ambient temperature
4: 80 percent / 5percent HCl / tetrahydrofuran / 12 h / Ambient temperature
5: 1.) LDA, chlorotrimethylsilane; 2.) Pd(OAc)2, p-benzoquinone / 1.) THF, from -78 degC to room t. over 1 h; 2.) acetonitrile, room t., 6 h
With
hydrogenchloride; palladium diacetate; lithium aluminium tetrahydride; chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; p-benzoquinone; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; toluene;
DOI:10.1016/S0040-4020(01)85667-2