Technology Process of ((2S,5R,6R,9E)-1-(benzyloxy)-10-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,6-dimethyldec-9-en-5-yloxy)(tert-butyl)dimethylsilane
There total 12 articles about ((2S,5R,6R,9E)-1-(benzyloxy)-10-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,6-dimethyldec-9-en-5-yloxy)(tert-butyl)dimethylsilane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium hexamethylsilazane;
In
1,2-dimethoxyethane;
at -60 ℃;
for 2h;
stereoselective reaction;
DOI:10.1016/j.tetlet.2008.11.088
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C
2.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C
2.2: 0.5 h / 0 °C
2.3: 1 h / 0 °C
3.1: 2,6-dimethylpyridine / 0.5 h / 0 °C
4.1: sodium tetrahydroborate; lithium chloride / tetrahydrofuran; ethanol / 6 h / 20 °C
5.1: dipyridinium dichromate / dichloromethane / 20 °C
6.1: ethyl (triphenylphosphoranylidene)acetate / benzene / 24 h / 20 °C
7.1: nickel(II) chloride hexahydrate; sodium hydride / methanol / 0.5 h / 0 °C
8.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
9.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / 0 °C
10.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol / 0 °C
11.1: potassium hexamethylsilazane / 1,2-dimethoxyethane; toluene / 0.5 h / -60 °C
11.2: 2 h / -60 °C
With
2,6-dimethylpyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; dipyridinium dichromate; nickel(II) chloride hexahydrate; hexaammonium heptamolybdate tetrahydrate; di-isopropyl azodicarboxylate; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; potassium hexamethylsilazane; sodium hydride; Dess-Martin periodane; triphenylphosphine; ethyl (triphenylphosphoranylidene)acetate; lithium chloride;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; toluene; benzene;
2.1: |Evans Aldol Reaction / 2.2: |Evans Aldol Reaction / 11.1: |Julia-Kocienski Olefination / 11.2: |Julia-Kocienski Olefination;
DOI:10.1016/j.tetasy.2012.07.006
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol / 0 °C
2.1: potassium hexamethylsilazane / 1,2-dimethoxyethane; toluene / 0.5 h / -60 °C
2.2: 2 h / -60 °C
With
hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide; potassium hexamethylsilazane;
In
1,2-dimethoxyethane; ethanol; toluene;
2.1: |Julia-Kocienski Olefination / 2.2: |Julia-Kocienski Olefination;
DOI:10.1016/j.tetasy.2012.07.006