Technology Process of Carbonic acid benzyl ester (R)-1-{(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-azetidin-3-yl}-ethyl ester
There total 10 articles about Carbonic acid benzyl ester (R)-1-{(2R,3S)-2-[1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-oxo-azetidin-3-yl}-ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen;
platinum(IV) oxide;
In
acetonitrile;
at 0 - 5 ℃;
for 3h;
DOI:10.1248/cpb.40.1098
- Guidance literature:
-
Multi-step reaction with 9 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
8: 33 percent / p-toluenesulfonic acid (p-TsOH) / CH2Cl2 / 0.83 h / Ambient temperature
9: 92 percent / H2 / PtO2 / acetonitrile / 3 h / 0 - 5 °C
With
pyridine; copper(I) oxide; dmap; thionyl chloride; ammonium cerium(IV) nitrate; sulfuric acid; water; hydrogen; chlorine; toluene-4-sulfonic acid;
platinum(IV) oxide;
In
tetrahydrofuran; tetrachloromethane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;
DOI:10.1248/cpb.40.1098
- Guidance literature:
-
Multi-step reaction with 7 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
6: 33 percent / p-toluenesulfonic acid (p-TsOH) / CH2Cl2 / 0.83 h / Ambient temperature
7: 92 percent / H2 / PtO2 / acetonitrile / 3 h / 0 - 5 °C
With
pyridine; copper(I) oxide; dmap; thionyl chloride; ammonium cerium(IV) nitrate; water; hydrogen; chlorine; toluene-4-sulfonic acid;
platinum(IV) oxide;
In
tetrachloromethane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;
DOI:10.1248/cpb.40.1098