Technology Process of ((E,3S,6S)-6-methoxy-3, 5-dimethylnona-4, 8-dienyloxy)(tert-butyl)diphenylsilane
There total 9 articles about ((E,3S,6S)-6-methoxy-3, 5-dimethylnona-4, 8-dienyloxy)(tert-butyl)diphenylsilane 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:
-
(4S,7S,E)-9-(tert-butyldiphenylsilyloxy)-5,7-dimethylnona-1,5-dien-4-ol;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 0 ℃;
for 0.5h;
methyl iodide;
In
tetrahydrofuran; mineral oil;
at 20 ℃;
for 1h;
DOI:10.1016/j.tetlet.2012.11.015
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 16 h / 10 - 20 °C
2.1: potassium carbonate; methanol / 0.5 h
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
3.2: 1 h / 20 °C
With
methanol; di-isopropyl azodicarboxylate; sodium hydride; potassium carbonate; triphenylphosphine;
In
tetrahydrofuran; mineral oil;
1.1: |Mitsunobu Displacement;
DOI:10.1016/j.tetlet.2012.11.015
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: dipyridinium dichromate / dichloromethane / 4 h / 20 °C
2.1: dichloromethane / 2 h / 20 °C
3.1: diisobutylaluminium hydride / dichloromethane / 2 h / -78 - 20 °C
4.1: diethyl (2S,3S)-tartrate; tert.-butylhydroperoxide; titanium(IV)isopropoxide / dichloromethane / 8 h / -30 °C
5.1: toluene; dichloromethane / 2 h / 0 °C / Inert atmosphere
6.1: sodium periodate / tetrahydrofuran; water / 2 h / 0 - 20 °C
7.1: benzene / 3 h / 20 °C
8.1: diisobutylaluminium hydride / toluene; dichloromethane / 2.33 h / -78 - 20 °C / Inert atmosphere
9.1: zinc; ammonium chloride / tetrahydrofuran / 3.25 h / 0 °C
10.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 16 h / 10 - 20 °C
11.1: potassium carbonate; methanol / 0.5 h
12.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
12.2: 1 h / 20 °C
With
methanol; tert.-butylhydroperoxide; sodium periodate; dipyridinium dichromate; diethyl (2S,3S)-tartrate; di-isopropyl azodicarboxylate; titanium(IV)isopropoxide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; ammonium chloride; triphenylphosphine; zinc;
In
tetrahydrofuran; dichloromethane; water; toluene; mineral oil; benzene;
4.1: |Sharpless Asymmetric Epoxidation / 7.1: |Wittig Olefination / 9.1: |Barbier Coupling Reaction / 10.1: |Mitsunobu Displacement;
DOI:10.1016/j.tetlet.2012.11.015
