Technology Process of ((2R,3R)-3-((S)-2-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)oxiran-2-yl)methanol
There total 5 articles about ((2R,3R)-3-((S)-2-(benzyloxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)oxiran-2-yl)methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S,E)-5-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-2-en-1-ol;
With
titanium(IV) isopropylate; D-(-)-diisopropyl tartrate;
In
dichloromethane;
at -20 ℃;
for 0.5h;
Molecular sieve;
With
tert.-butylhydroperoxide;
In
dichloromethane;
at -20 ℃;
for 12h;
Molecular sieve;
DOI:10.1016/j.tet.2013.07.072
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: ozone / dichloromethane / -78 °C
1.2: 2 h / 0 °C
2.1: benzene / 2 h / 20 °C
3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 0 °C
4.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
4.2: 12 h / -20 °C / Molecular sieve
With
titanium(IV) isopropylate; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; ozone;
In
dichloromethane; toluene; benzene;
2.1: |Wittig Olefination / 4.1: |Sharpless Asymmetric Epoxidation / 4.2: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tet.2013.07.072
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 - 20 °C / Inert atmosphere
2.1: ozone / dichloromethane / -78 °C
2.2: 2 h / 0 °C
3.1: benzene / 2 h / 20 °C
4.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 0 °C
5.1: titanium(IV) isopropylate; D-(-)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
5.2: 12 h / -20 °C / Molecular sieve
With
titanium(IV) isopropylate; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; ozone;
In
tetrahydrofuran; dichloromethane; toluene; mineral oil; benzene;
3.1: |Wittig Olefination / 5.1: |Sharpless Asymmetric Epoxidation / 5.2: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tet.2013.07.072
