Technology Process of (2S,3R)-2-[4-(benzyloxy)butyl]-3-(chloromethyl)oxirane
There total 6 articles about (2S,3R)-2-[4-(benzyloxy)butyl]-3-(chloromethyl)oxirane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / 1 h / -78 - 20 °C / Inert atmosphere
2.1: benzene / 1 h / 80 °C
3.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 0.5 h / 0 °C / Inert atmosphere
4.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
4.2: 8 h / -20 °C / Molecular sieve
5.1: sodium hydrogencarbonate; triphenylphosphine / tetrachloromethane / 3 h / Reflux
With
titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2R,3R)-tartrate; sodium hydrogencarbonate; triethylamine; triphenylphosphine;
In
tetrachloromethane; diethyl ether; dichloromethane; dimethyl sulfoxide; benzene;
1.1: Swern oxidation / 2.1: Wittig reaction / 4.1: Sharpless epoxidation;
DOI:10.1055/s-0031-1290156
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: benzene / 1 h / 80 °C
2.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 0.5 h / 0 °C / Inert atmosphere
3.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
3.2: 8 h / -20 °C / Molecular sieve
4.1: sodium hydrogencarbonate; triphenylphosphine / tetrachloromethane / 3 h / Reflux
With
titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; diethyl (2R,3R)-tartrate; sodium hydrogencarbonate; triphenylphosphine;
In
tetrachloromethane; diethyl ether; dichloromethane; benzene;
1.1: Wittig reaction / 3.1: Sharpless epoxidation;
DOI:10.1055/s-0031-1290156
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
1.2: 8 h / -20 °C / Molecular sieve
2.1: sodium hydrogencarbonate; triphenylphosphine / tetrachloromethane / 3 h / Reflux
With
titanium(IV) isopropylate; diethyl (2R,3R)-tartrate; sodium hydrogencarbonate; triphenylphosphine;
In
tetrachloromethane; dichloromethane;
1.1: Sharpless epoxidation;
DOI:10.1055/s-0031-1290156