Technology Process of (S,E)-dimethyl 3-azido-3-(fluoromethyl)-5-(4-octylphenyl)pent-1-enylphosphonate
There total 9 articles about (S,E)-dimethyl 3-azido-3-(fluoromethyl)-5-(4-octylphenyl)pent-1-enylphosphonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diethylamino-sulfur trifluoride;
In
dichloromethane;
at -78 - 20 ℃;
Inert atmosphere;
DOI:10.1016/j.bmc.2013.02.042
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-butyllithium / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 - 20 °C / Inert atmosphere
2.1: tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
3.1: sodium hydroxide / tetrahydrofuran; water / 1 h / 0 - 20 °C / Inert atmosphere
3.2: 3 h / 60 °C / Inert atmosphere
4.1: hydrogenchloride; water / methanol / 1 h / 20 °C / Inert atmosphere
5.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / Inert atmosphere
5.2: 2 h / 20 °C / Inert atmosphere
6.1: potassium carbonate / water; isopropyl alcohol / 0 - 20 °C / Inert atmosphere
7.1: ammonium chloride; sodium azide / ethanol / 1 h / 100 °C / Inert atmosphere; Microwave irradiation
8.1: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C / Inert atmosphere
With
titanium(IV) isopropylate; hydrogenchloride; n-butyllithium; sodium azide; diethylamino-sulfur trifluoride; water; potassium carbonate; D-(-)-diisopropyl tartrate; ammonium chloride; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; isopropyl alcohol;
1.2: |Wittig Olefination / 3.2: |Suzuki Coupling / 5.1: |Sharpless Asymmetric Epoxidation / 5.2: |Dess-Martin Oxidation / 6.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.bmc.2013.02.042
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere
1.2: 1 h / 0 °C / Inert atmosphere
2.1: ammonium chloride; sodium azide / ethanol / 0.33 h / 100 °C / Inert atmosphere; Microwave irradiation
3.1: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C / Inert atmosphere
With
sodium azide; diethylamino-sulfur trifluoride; sodium hydride; ammonium chloride;
In
tetrahydrofuran; ethanol; dichloromethane; mineral oil;
1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.bmc.2013.02.042
