Technology Process of (+/-)-epicubenol
There total 19 articles about (+/-)-epicubenol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
toluene-4-sulfonic acid;
In
benzene;
for 0.5h;
Ambient temperature;
DOI:10.1246/bcsj.54.2366
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 90 percent / tetrahydrofuran / 1 h / Ambient temperature
2: periodinane / CH2Cl2
3: benzene / 2 h / 120 °C / sealed tube
4: 15 percent / (Ph3P)3RhCl / 0.08 h / 93 °C
5: 1.) LHMDS; 2.) Et3N / 1.) THF, -78 deg C, 15 min; RT, 16 h; 2.) THF, RT, 10 min
6: 1.) m-CPBA; 2.) aq 1N HCl / 1.) CH2Cl2, RT, 1 h; 2.) acetonitrile
7: 78 percent / NaH / dimethylsulfoxide / 5 h / Ambient temperature
8: NaBH4, CoCl2*6H2O / ethanol / 14 h / Ambient temperature
With
hydrogenchloride; sodium tetrahydroborate; sodium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; cobalt(II) chloride; lithium hexamethyldisilazane;
Wilkinson's catalyst;
In
tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1016/S0040-4039(00)73497-6
- Guidance literature:
-
Multi-step reaction with 7 steps
1: periodinane / CH2Cl2
2: benzene / 2 h / 120 °C / sealed tube
3: 15 percent / (Ph3P)3RhCl / 0.08 h / 93 °C
4: 1.) LHMDS; 2.) Et3N / 1.) THF, -78 deg C, 15 min; RT, 16 h; 2.) THF, RT, 10 min
5: 1.) m-CPBA; 2.) aq 1N HCl / 1.) CH2Cl2, RT, 1 h; 2.) acetonitrile
6: 78 percent / NaH / dimethylsulfoxide / 5 h / Ambient temperature
7: NaBH4, CoCl2*6H2O / ethanol / 14 h / Ambient temperature
With
hydrogenchloride; sodium tetrahydroborate; sodium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; cobalt(II) chloride; lithium hexamethyldisilazane;
Wilkinson's catalyst;
In
ethanol; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1016/S0040-4039(00)73497-6