Technology Process of 4-hydroxy-5-(4-hydroxyphenyl)-3-((2E,4E,6R,8R)-4,6,8-trimethyldeca-2,4-dienoyl)pyridin-2(1H)-one
There total 16 articles about 4-hydroxy-5-(4-hydroxyphenyl)-3-((2E,4E,6R,8R)-4,6,8-trimethyldeca-2,4-dienoyl)pyridin-2(1H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
optical yield given as %de;
Darkness;
DOI:10.1002/anie.201007671
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere
1.2: 16 h / 60 °C
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 60 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 - -20 °C / Inert atmosphere
3.2: 0.17 h / -78 - 0 °C / Inert atmosphere
4.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 48 h / Inert atmosphere; Darkness
5.1: 3H2O*ILi; pyridine hydrochloride / tetrahydrofuran / 4 h / 60 °C / Inert atmosphere; Microwave irradiation
6.1: trifluoroacetic acid / dichloromethane / 20 °C / Darkness
With
n-butyllithium; lithium hydroxide monohydrate; 3H2O*ILi; tetrabutyl ammonium fluoride; pyridine hydrochloride; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; hexane; dichloromethane; water;
4.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/anie.201007671
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: methanol / 0.75 h / 130 °C / Inert atmosphere
2.1: acetic acid / water / Reflux
3.1: N-Bromosuccinimide / -18 °C / Reflux; Inert atmosphere
4.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere
4.2: 16 h / 60 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 60 °C / Inert atmosphere
6.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 - -20 °C / Inert atmosphere
6.2: 0.17 h / -78 - 0 °C / Inert atmosphere
7.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 48 h / Inert atmosphere; Darkness
8.1: 3H2O*ILi; pyridine hydrochloride / tetrahydrofuran / 4 h / 60 °C / Inert atmosphere; Microwave irradiation
9.1: trifluoroacetic acid / dichloromethane / 20 °C / Darkness
With
N-Bromosuccinimide; n-butyllithium; lithium hydroxide monohydrate; 3H2O*ILi; tetrabutyl ammonium fluoride; pyridine hydrochloride; acetic acid; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
7.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/anie.201007671