Technology Process of 3-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene-6',7'-acetonide
There total 5 articles about 3-<(E)-6',7'-dihydroxy-3',7'-dimethyl-2'-octenyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene-6',7'-acetonide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: N-methylmorpholine-N-oxide, OsO4, NaHSO3 / acetone; H2O; 2-methyl-propan-2-ol / 12 h / 50 °C
2: p-TsOH, MgSO4 / benzene / Ambient temperature
3: 95 percent / K2CO3 / methanol; H2O / 6 h / Ambient temperature
4: 86 percent / PBr3 / diethyl ether / 0.33 h / -5 °C
5: 1) t-BuLi, 2) NH4Cl aq. / 1) THF, /-60 -(-)70 degC/, 30 min, 2) -20 deg C
With
osmium(VIII) oxide; tert.-butyl lithium; phosphorus tribromide; magnesium sulfate; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; sodium hydrogensulfite; 4-methylmorpholine N-oxide;
In
methanol; diethyl ether; water; acetone; tert-butyl alcohol; benzene;
DOI:10.1016/0040-4020(82)85107-7
- Guidance literature:
-
Multi-step reaction with 4 steps
1: p-TsOH, MgSO4 / benzene / Ambient temperature
2: 95 percent / K2CO3 / methanol; H2O / 6 h / Ambient temperature
3: 86 percent / PBr3 / diethyl ether / 0.33 h / -5 °C
4: 1) t-BuLi, 2) NH4Cl aq. / 1) THF, /-60 -(-)70 degC/, 30 min, 2) -20 deg C
With
tert.-butyl lithium; phosphorus tribromide; magnesium sulfate; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid;
In
methanol; diethyl ether; water; benzene;
DOI:10.1016/0040-4020(82)85107-7
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 86 percent / PBr3 / diethyl ether / 0.33 h / -5 °C
2: 1) t-BuLi, 2) NH4Cl aq. / 1) THF, /-60 -(-)70 degC/, 30 min, 2) -20 deg C
With
tert.-butyl lithium; phosphorus tribromide; ammonium chloride;
In
diethyl ether;
DOI:10.1016/0040-4020(82)85107-7