Technology Process of (1S,3R,6S)-6-isopropyl-3-methyl-2-methylene-cyclohexanol
There total 4 articles about (1S,3R,6S)-6-isopropyl-3-methyl-2-methylene-cyclohexanol which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium dithionite; sodium hydrogencarbonate / water; toluene / 4 h / 110 °C
2.1: hydrogen; platinum(IV) oxide / ethanol / 1 h / 20 °C / 760.05 Torr
3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.08 h / -78 °C
3.2: 4 h / -78 - 20 °C
4.1: 3-chloro-benzenecarboperoxoic acid; potassium hydrogencarbonate / dichloromethane / 0.75 h / 0 °C
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C
5.2: -78 - 20 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / Cooling with ice
With
platinum(IV) oxide; n-butyllithium; sodium dithionite; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; potassium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; ethanol; hexane; n-heptane; dichloromethane; ethylbenzene; water; toluene;
4.1: |Rubottom Oxidation / 5.1: |Wittig Olefination / 5.2: |Wittig Olefination;
DOI:10.1021/acs.orglett.6b01222
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.08 h / -78 °C
1.2: 4 h / -78 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid; potassium hydrogencarbonate / dichloromethane / 0.75 h / 0 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C
3.2: -78 - 20 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / Cooling with ice
With
n-butyllithium; tetrabutyl ammonium fluoride; potassium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; n-heptane; dichloromethane; ethylbenzene;
2.1: |Rubottom Oxidation / 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;
DOI:10.1021/acs.orglett.6b01222
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 3-chloro-benzenecarboperoxoic acid; potassium hydrogencarbonate / dichloromethane / 0.75 h / 0 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C
2.2: -78 - 20 °C
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / Cooling with ice
With
n-butyllithium; tetrabutyl ammonium fluoride; potassium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; hexane; dichloromethane;
1.1: |Rubottom Oxidation / 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;
DOI:10.1021/acs.orglett.6b01222
