Technology Process of ((2S,3S)-3-(4-(benzyloxy)butyl)oxiran-2-yl)methanol
There total 6 articles about ((2S,3S)-3-(4-(benzyloxy)butyl)oxiran-2-yl)methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(E)-7-(benzyloxy)-2-hepten-1-ol;
With
titanium(IV) isopropylate; diethyl (2R,3R)-tartrate;
In
dichloromethane;
at -20 ℃;
for 0.5h;
Molecular sieve;
With
tert.-butylhydroperoxide;
In
dichloromethane; toluene;
at -20 ℃;
for 8h;
Molecular sieve;
DOI:10.1055/s-0031-1290156
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C
1.2: 10.17 h / 0 - 20 °C
2.1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / 1 h / -78 - 20 °C / Inert atmosphere
3.1: benzene / 1 h / 80 °C
4.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 0.5 h / 0 °C / Inert atmosphere
5.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
5.2: 8 h / -20 °C / Molecular sieve
With
titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2R,3R)-tartrate; sodium hydride; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; mineral oil; benzene;
2.1: Swern oxidation / 3.1: Wittig reaction / 5.1: Sharpless epoxidation;
DOI:10.1055/s-0031-1290156
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C
1.2: 10.17 h / 0 - 20 °C
2.1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / 1 h / -78 - 20 °C / Inert atmosphere
3.1: benzene / 1 h / 80 °C
4.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 0.5 h / 0 °C / Inert atmosphere
5.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
5.2: 8 h / -20 °C / Molecular sieve
With
titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2R,3R)-tartrate; sodium hydride; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; mineral oil; benzene;
2.1: Swern oxidation / 3.1: Wittig reaction / 5.1: Sharpless epoxidation;
DOI:10.1055/s-0031-1290156