Technology Process of (E)-dimethyl 2-[(R)-2-(4-octylphenethyl)oxiran-2-yl]vinylphosphonate
There total 6 articles about (E)-dimethyl 2-[(R)-2-(4-octylphenethyl)oxiran-2-yl]vinylphosphonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tetramethyl methylenediphosphonate;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 0 ℃;
for 0.5h;
Inert atmosphere;
(S)-2-(4-octylphenethyl)oxirane-2-carboxaldehyde;
In
tetrahydrofuran; mineral oil;
at 0 ℃;
for 1h;
diastereospecific reaction;
Inert atmosphere;
DOI:10.1016/j.bmc.2013.02.042
- Guidance literature:
-
Multi-step reaction with 6 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: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere
6.2: 1 h / 0 °C / Inert atmosphere
With
titanium(IV) isopropylate; hydrogenchloride; n-butyllithium; water; sodium hydride; D-(-)-diisopropyl tartrate; sodium hydroxide;
In
tetrahydrofuran; methanol; water; mineral oil;
1.2: |Wittig Olefination / 3.2: |Suzuki Coupling / 5.1: |Sharpless Asymmetric Epoxidation / 5.2: |Dess-Martin Oxidation / 6.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.bmc.2013.02.042
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
2.1: sodium hydroxide / tetrahydrofuran; water / 1 h / 0 - 20 °C / Inert atmosphere
2.2: 3 h / 60 °C / Inert atmosphere
3.1: hydrogenchloride; water / methanol / 1 h / 20 °C / Inert atmosphere
4.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / Inert atmosphere
4.2: 2 h / 20 °C / Inert atmosphere
5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere
5.2: 1 h / 0 °C / Inert atmosphere
With
titanium(IV) isopropylate; hydrogenchloride; water; sodium hydride; D-(-)-diisopropyl tartrate; sodium hydroxide;
In
tetrahydrofuran; methanol; water; mineral oil;
2.2: |Suzuki Coupling / 4.1: |Sharpless Asymmetric Epoxidation / 4.2: |Dess-Martin Oxidation / 5.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.bmc.2013.02.042
