Technology Process of (3E)-3-[(2E)-2-[(1R,3aR,7aS)-1-(6-hydroxy-6-methylheptan-2-yl)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-2-methylidenepentane-1,5-diol
There total 11 articles about (3E)-3-[(2E)-2-[(1R,3aR,7aS)-1-(6-hydroxy-6-methylheptan-2-yl)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-2-methylidenepentane-1,5-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
hexane; benzene;
for 15h;
DOI:10.1021/jo00243a035
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 87 percent / p-toluenesulfonic acid / benzene / 12 h / Heating
2: 11 percent / 570 °C / 30 Torr
3: 81 percent / Et3N, Pd(PPh3)2Cl2 / dimethylformamide / 4.5 h / 75 °C
4: 68 percent / H2 / Lindlar catalyst / hexane / 1 h / 760 Torr
5: 1.) mercuric acetate, 2.) NaBH4, 1.0 M NaOH / 1.)THF, 0 deg C, 4.5 h, 2.) THF
6: 67 percent / diisobutylaluminum hydride / benzene; hexane / 15 h
With
bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; sodium tetrahydroborate; mercury(II) diacetate; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine;
Lindlar's catalyst;
In
hexane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00243a035
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 89 percent / Li2CuCl4 / tetrahydrofuran / 10 h / Ambient temperature
2: 82 percent / pyridinium dichromate (PDC), pyridinium trifluoroacetate (PTFA) / CH2Cl2 / 4.5 h / Ambient temperature
3: 1.) lithium diisopropylamide / 1.) THF, hexane, from -78 deg C to RT, 2h, 2.) THF, 0 deg C, 15 h
4: 81 percent / Et3N, Pd(PPh3)2Cl2 / dimethylformamide / 4.5 h / 75 °C
5: 68 percent / H2 / Lindlar catalyst / hexane / 1 h / 760 Torr
6: 1.) mercuric acetate, 2.) NaBH4, 1.0 M NaOH / 1.)THF, 0 deg C, 4.5 h, 2.) THF
7: 67 percent / diisobutylaluminum hydride / benzene; hexane / 15 h
With
bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; sodium tetrahydroborate; dipyridinium dichromate; dilithium tetrachlorocuprate; mercury(II) diacetate; hydrogen; pyridinium trifluroacetate; diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide;
Lindlar's catalyst;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00243a035