Technology Process of (S)-2-[(benzyloxy)methyl]-2-undecyloxirane
There total 5 articles about (S)-2-[(benzyloxy)methyl]-2-undecyloxirane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(R)-(2-undecyloxiran-2-yl)methanol;
With
sodium hydride;
In
tetrahydrofuran;
for 0.5h;
Inert atmosphere;
benzyl bromide;
With
tetra-(n-butyl)ammonium iodide;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 1h;
optical yield given as %ee;
Inert atmosphere;
DOI:10.1002/ejoc.201101190
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium carbonate / water / 80 °C
2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1.67 h / -30 °C / Inert atmosphere
3.1: titanium(IV) isopropylate; (-)-diisopropyl tartrate / dichloromethane / -35 °C / Molecular sieve; Inert atmosphere
3.2: 36 h / -25 °C / Inert atmosphere
4.1: sodium hydride / tetrahydrofuran / 0.5 h / Inert atmosphere
4.2: 1 h / 0 - 20 °C / Inert atmosphere
With
titanium(IV) isopropylate; (-)-diisopropyl tartrate; sodium hydride; diisobutylaluminium hydride; potassium carbonate;
In
tetrahydrofuran; dichloromethane; water; toluene;
1.1: Horner-Wadsworth-Emmons olefination / 3.1: Sharpless epoxidation / 3.2: Sharpless epoxidation;
DOI:10.1002/ejoc.201101190
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: hydrogen; sodium hydride / tetrahydrofuran / 24 h / Inert atmosphere; Reflux
2.1: potassium carbonate / water / 80 °C
3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1.67 h / -30 °C / Inert atmosphere
4.1: titanium(IV) isopropylate; (-)-diisopropyl tartrate / dichloromethane / -35 °C / Molecular sieve; Inert atmosphere
4.2: 36 h / -25 °C / Inert atmosphere
5.1: sodium hydride / tetrahydrofuran / 0.5 h / Inert atmosphere
5.2: 1 h / 0 - 20 °C / Inert atmosphere
With
titanium(IV) isopropylate; (-)-diisopropyl tartrate; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate;
In
tetrahydrofuran; dichloromethane; water; toluene;
2.1: Horner-Wadsworth-Emmons olefination / 4.1: Sharpless epoxidation / 4.2: Sharpless epoxidation;
DOI:10.1002/ejoc.201101190
