Technology Process of (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-(1-hydroxymethylethenyl)-2-azetidinone
There total 8 articles about (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-(1-hydroxymethylethenyl)-2-azetidinone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
copper(I) oxide; water; toluene-4-sulfonic acid;
In
dimethyl sulfoxide;
at 50 - 55 ℃;
for 2h;
DOI:10.1248/cpb.40.1098
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 100 percent / 98percent aq. H2SO4 / 3 h / 65 °C
2: 88 percent / tetrahydrofuran / 1 h / 0 - 5 °C
3: 100 percent / 4-dimethylaminopyridine (DMAP) / CH2Cl2 / 12 h / 0 - 20 °C
4: 89 percent / SOCl2, pyridine / toluene / 5 h / 20 - 30 °C
5: 95 percent / Cl2 / ethyl acetate; CCl4 / 1 h / Ambient temperature
6: 67 percent / ceric ammonium nitrate (CAN) / acetonitrile; H2O / 0.5 h / Ambient temperature
7: 83 percent / Cu2O, p-toluenesulfonic acid monohydrate, water / dimethylsulfoxide / 2 h / 50 - 55 °C
With
pyridine; copper(I) oxide; dmap; thionyl chloride; ammonium cerium(IV) nitrate; sulfuric acid; water; chlorine; toluene-4-sulfonic acid;
In
tetrahydrofuran; tetrachloromethane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;
DOI:10.1248/cpb.40.1098
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 100 percent / 4-dimethylaminopyridine (DMAP) / CH2Cl2 / 12 h / 0 - 20 °C
2: 89 percent / SOCl2, pyridine / toluene / 5 h / 20 - 30 °C
3: 95 percent / Cl2 / ethyl acetate; CCl4 / 1 h / Ambient temperature
4: 67 percent / ceric ammonium nitrate (CAN) / acetonitrile; H2O / 0.5 h / Ambient temperature
5: 83 percent / Cu2O, p-toluenesulfonic acid monohydrate, water / dimethylsulfoxide / 2 h / 50 - 55 °C
With
pyridine; copper(I) oxide; dmap; thionyl chloride; ammonium cerium(IV) nitrate; water; chlorine; toluene-4-sulfonic acid;
In
tetrachloromethane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;
DOI:10.1248/cpb.40.1098