Technology Process of (1R,3aR,5aS,6R,8aR)-6-(4-Methoxy-benzyloxy)-1,7,7-trimethyl-octahydro-cyclopenta[c]pentalen-4-one
There total 9 articles about (1R,3aR,5aS,6R,8aR)-6-(4-Methoxy-benzyloxy)-1,7,7-trimethyl-octahydro-cyclopenta[c]pentalen-4-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: (COCl)2, DMSO
4: 1.) n-BuLi, Cp2ZrCl2 / 1.) THF, -78 deg C to 20 deg C, overnight, 2.) -20 deg C, 3 h
5: 1.) n-BuLi, 2.) n-Bu4NF / 1.) THF, -78 deg C, 15 min, 2.) THF, 0 deg C, 5 min
6: PPTS / benzene
7: 1.) BH3*THF, 2.) 30percent H2O2, aq. NaOAc / 1.) THF, 20 deg C, 16 h, 2.) 50 deg C, 15 min
8: 76 percent / NaHCO3 / methanol; H2O / 3 h / Heating
With
n-butyllithium; zirconocene dichloride; borane-THF; oxalyl dichloride; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; dimethyl sulfoxide;
In
methanol; water; benzene;
DOI:10.1021/ja00019a051
- Guidance literature:
-
Multi-step reaction with 8 steps
3: 1.) n-BuLi, Cp2ZrCl2 / 1.) THF, -78 deg C to 20 deg C, overnight, 2.) -20 deg C, 3 h
4: 1.) n-BuLi, 2.) n-Bu4NF / 1.) THF, -78 deg C, 15 min, 2.) THF, 0 deg C, 5 min
5: PPTS / benzene
6: 1.) BH3*THF, 2.) 30percent H2O2, aq. NaOAc / 1.) THF, 20 deg C, 16 h, 2.) 50 deg C, 15 min
7: 76 percent / NaHCO3 / methanol; H2O / 3 h / Heating
With
n-butyllithium; zirconocene dichloride; borane-THF; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate;
In
methanol; water; benzene;
DOI:10.1021/ja00019a051
- Guidance literature:
-
Multi-step reaction with 7 steps
2: 1.) n-BuLi, Cp2ZrCl2 / 1.) THF, -78 deg C to 20 deg C, overnight, 2.) -20 deg C, 3 h
3: 1.) n-BuLi, 2.) n-Bu4NF / 1.) THF, -78 deg C, 15 min, 2.) THF, 0 deg C, 5 min
4: PPTS / benzene
5: 1.) BH3*THF, 2.) 30percent H2O2, aq. NaOAc / 1.) THF, 20 deg C, 16 h, 2.) 50 deg C, 15 min
6: 76 percent / NaHCO3 / methanol; H2O / 3 h / Heating
With
n-butyllithium; zirconocene dichloride; borane-THF; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate;
In
methanol; water; benzene;
DOI:10.1021/ja00019a051
