Technology Process of 6-((1S,2R,3R,6S)-3-Hydroxymethyl-2,6-dimethyl-cyclohexyl)-2-methyl-hexan-2-ol
There total 11 articles about 6-((1S,2R,3R,6S)-3-Hydroxymethyl-2,6-dimethyl-cyclohexyl)-2-methyl-hexan-2-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 18 percent / aq. NaHCO3; sodium dithionite / Adogen 464 / toluene / 2 h / Heating
2.1: EtMgBr / toluene; tetrahydrofuran / 0 - 60 °C
2.2: toluene; tetrahydrofuran / 2 h / Heating
2.3: 70 percent / aq. H2SO4 / tetrahydrofuran / 10 h
3.1: Mg; methanol
4.1: LiAlH4 / tetrahydrofuran
5.1: O3 / CH2Cl2; methanol / 0 °C
5.2: dimethylsulfide / CH2Cl2; methanol
6.1: trimethylorthoformate; p-TsOH
7.1: Et3N; DMAP / CH2Cl2
8.1: NaH / dimethylsulfoxide
8.2: dimethylsulfoxide; tetrahydrofuran
9.1: H2 / 5percent Rh/Al2O3 / ethyl acetate
10.1: aq. pyridinium p-toluenesulfonate / Heating
11.1: 46 percent / NaBr / 0.75 h / 0 °C / Electrochemical reaction
12.1: 52 percent / LiAlH4 / tetrahydrofuran / 3 h / 25 °C
With
methanol; dmap; lithium aluminium tetrahydride; sodium dithionite; ethylmagnesium bromide; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; sodium bromide; trimethyl orthoformate;
adogen 464;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1002/1521-3765(20010119)7:2<520::AID-CHEM520>3.0.CO;2-5
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: EtMgBr / toluene; tetrahydrofuran / 0 - 60 °C
1.2: toluene; tetrahydrofuran / 2 h / Heating
1.3: 70 percent / aq. H2SO4 / tetrahydrofuran / 10 h
2.1: Mg; methanol
3.1: LiAlH4 / tetrahydrofuran
4.1: O3 / CH2Cl2; methanol / 0 °C
4.2: dimethylsulfide / CH2Cl2; methanol
5.1: trimethylorthoformate; p-TsOH
6.1: Et3N; DMAP / CH2Cl2
7.1: NaH / dimethylsulfoxide
7.2: dimethylsulfoxide; tetrahydrofuran
8.1: H2 / 5percent Rh/Al2O3 / ethyl acetate
9.1: aq. pyridinium p-toluenesulfonate / Heating
10.1: 46 percent / NaBr / 0.75 h / 0 °C / Electrochemical reaction
11.1: 52 percent / LiAlH4 / tetrahydrofuran / 3 h / 25 °C
With
methanol; dmap; lithium aluminium tetrahydride; ethylmagnesium bromide; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; sodium bromide; trimethyl orthoformate;
5percent Rh/Al2O3;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1002/1521-3765(20010119)7:2<520::AID-CHEM520>3.0.CO;2-5
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: Mg; methanol
2.1: LiAlH4 / tetrahydrofuran
3.1: O3 / CH2Cl2; methanol / 0 °C
3.2: dimethylsulfide / CH2Cl2; methanol
4.1: trimethylorthoformate; p-TsOH
5.1: Et3N; DMAP / CH2Cl2
6.1: NaH / dimethylsulfoxide
6.2: dimethylsulfoxide; tetrahydrofuran
7.1: H2 / 5percent Rh/Al2O3 / ethyl acetate
8.1: aq. pyridinium p-toluenesulfonate / Heating
9.1: 46 percent / NaBr / 0.75 h / 0 °C / Electrochemical reaction
10.1: 52 percent / LiAlH4 / tetrahydrofuran / 3 h / 25 °C
With
methanol; dmap; lithium aluminium tetrahydride; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; sodium bromide; trimethyl orthoformate;
5percent Rh/Al2O3;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1002/1521-3765(20010119)7:2<520::AID-CHEM520>3.0.CO;2-5