Technology Process of (R,E)-9-phenylnon-5-ene-1,7-diol
There total 5 articles about (R,E)-9-phenylnon-5-ene-1,7-diol 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:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 0 ℃;
for 3h;
Inert atmosphere;
DOI:10.1021/ol200203k
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.92 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); tetrabutyl-ammonium chloride; sodium formate / dichloromethane; water / 20 h / 20 °C / Inert atmosphere; Large scale reaction
3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 20 h / 0 °C / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
With
(1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); n-butyllithium; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; sodium formate; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; hexane; dichloromethane; water; toluene;
2.1: Noyori transfer hydrogenation;
DOI:10.1021/ol200203k
- Guidance literature:
-
Multi-step reaction with 3 steps
1: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); tetrabutyl-ammonium chloride; sodium formate / dichloromethane; water / 20 h / 20 °C / Inert atmosphere; Large scale reaction
2: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 20 h / 0 °C / Inert atmosphere
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
With
(1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; sodium formate; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; dichloromethane; water; toluene;
1: Noyori transfer hydrogenation;
DOI:10.1021/ol200203k