Technology Process of methyl (7Z,10R,11E,13E,15Z,17S,19Z)-10,17-dihydroxydocosa-7,11,13,15,19-pentaenoate
There total 1 articles about methyl (7Z,10R,11E,13E,15Z,17S,19Z)-10,17-dihydroxydocosa-7,11,13,15,19-pentaenoate which
guide to synthetic route it.
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synthetic route:
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1570208-79-5
methyl (7Z,10R,11E,13E,15Z,17S,19Z)-10,17-dihydroxydocosa-7,11,13,15,19-pentaenoate
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: sulfuric acid / methanol / Reflux
2.1: triphenylphosphine; 1H-imidazole / dichloromethane / 0.25 h / Cooling with ice
2.2: 0.83 h / 20 °C / Cooling with ice
3.1: acetonitrile / 12 h / Inert atmosphere; Reflux
4.1: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 1 h / -78 °C
4.2: 24 h / -78 - 20 °C
5.1: tetrakis(triphenylphosphine) palladium(0) / diethylamine; benzene / 0.75 h / Darkness
5.2: 20 h / 20 °C / Darkness
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 0 °C
7.1: hydrogen / ethyl acetate; pyridine / 60 h / 20 °C / Inert atmosphere
With
1H-imidazole; tetrakis(triphenylphosphine) palladium(0); sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; triphenylphosphine;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; ethyl acetate; diethylamine; toluene; acetonitrile; benzene;
4.1: |Wittig Olefination / 4.2: |Wittig Olefination / 5.1: |Sonogashira Cross-Coupling / 5.2: |Sonogashira Cross-Coupling;
DOI:10.1021/np4009865