Technology Process of (R)-4-((2R,3S)-3-((benzyloxy)methyl)oxiran-2-yl)-2,2-dimethyl-1,3-dioxolane
There total 4 articles about (R)-4-((2R,3S)-3-((benzyloxy)methyl)oxiran-2-yl)-2,2-dimethyl-1,3-dioxolane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
((2S,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)oxiran-2-yl)methanol;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 0 - 20 ℃;
for 0.166667h;
benzyl bromide;
With
tetra-(n-butyl)ammonium iodide;
In
tetrahydrofuran; mineral oil;
at 20 ℃;
for 20h;
DOI:10.1021/acs.orglett.9b02662
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydrogencarbonate; sodium periodate / water / 0 - 20 °C
2.1: potassium carbonate / water / 18 h / 0 - 20 °C
3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -78 - 20 °C / Schlenk technique; Inert atmosphere
4.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; tert.-butylhydroperoxide / dichloromethane; decane / 64 h
5.1: sodium hydride / mineral oil; tetrahydrofuran / 0.17 h / 0 - 20 °C
5.2: 20 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; L-(+)-diisopropyl tartrate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate;
In
tetrahydrofuran; decane; dichloromethane; water; toluene; mineral oil;
4.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1021/acs.orglett.9b02662
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -78 - 20 °C / Schlenk technique; Inert atmosphere
2.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; tert.-butylhydroperoxide / dichloromethane; decane / 64 h
3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.17 h / 0 - 20 °C
3.2: 20 h / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; sodium hydride; diisobutylaluminium hydride;
In
tetrahydrofuran; decane; dichloromethane; toluene; mineral oil;
2.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1021/acs.orglett.9b02662