Technology Process of ethyl (13S)-9-cis-4-oxo-13,14-dihydroretinoate
There total 5 articles about ethyl (13S)-9-cis-4-oxo-13,14-dihydroretinoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
manganese(IV) oxide; sodium carbonate;
In
dichloromethane;
at 0 - 25 ℃;
for 5h;
Inert atmosphere;
DOI:10.1016/j.tet.2011.12.056
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 0.75 h / 130 °C / Inert atmosphere
2.2: 3 h / 0 - 25 °C / Inert atmosphere
3.1: manganese(IV) oxide; sodium carbonate / dichloromethane / 5 h / 0 - 25 °C / Inert atmosphere
With
N,N,N,N,N,N-hexamethylphosphoric triamide; manganese(IV) oxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium carbonate; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; toluene;
1.1: Julia-Kocienski olefination / 2.2: Stille coupling;
DOI:10.1016/j.tet.2011.12.056
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
1.2: 3 h / -78 °C / Inert atmosphere
2.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 0.75 h / 130 °C / Inert atmosphere
2.2: 3 h / 0 - 25 °C / Inert atmosphere
3.1: manganese(IV) oxide; sodium carbonate / dichloromethane / 5 h / 0 - 25 °C / Inert atmosphere
With
manganese(IV) oxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hexamethyldisilazane; sodium carbonate;
In
tetrahydrofuran; dichloromethane; toluene;
1.2: Horner-Wadsworth-Emmons olefination / 2.2: Stille coupling;
DOI:10.1016/j.tet.2011.12.056