Technology Process of (3S,4S)-1-(tert-butyldimethylsilyl)-3-benzyloxycarbonylamino-4-(tert-butyldimethylsilyloxymethyl)azetidin-2-one
There total 7 articles about (3S,4S)-1-(tert-butyldimethylsilyl)-3-benzyloxycarbonylamino-4-(tert-butyldimethylsilyloxymethyl)azetidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 99 percent / triethylamine / dimethylformamide / Ambient temperature
2: 1.) lithium diisopropylamide, 2.) isoamyl nitrite / 1.) THF, -78 deg C, 15 min then -50 deg C, 10 min, 2.) -78 deg C, 1 h
3: 72 percent / hydrogen / PtO2 / ethyl acetate / 7 h / Ambient temperature
4: sodium bicarbonate / tetrahydrofuran; H2O / 2 h / 0 °C
With
hydrogen; sodium hydrogencarbonate; triethylamine; lithium diisopropyl amide; isopentyl nitrite;
platinum(IV) oxide;
In
tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.34.2732
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 74 percent / triphenylphosphine, 2,2'-dipyridyl disulfide / acetonitrile / 2 h / 80 °C
2: 99 percent / triethylamine / dimethylformamide / Ambient temperature
3: 1.) lithium diisopropylamide, 2.) isoamyl nitrite / 1.) THF, -78 deg C, 15 min then -50 deg C, 10 min, 2.) -78 deg C, 1 h
4: 72 percent / hydrogen / PtO2 / ethyl acetate / 7 h / Ambient temperature
5: sodium bicarbonate / tetrahydrofuran; H2O / 2 h / 0 °C
With
2,2'-dipyridyldisulphide; hydrogen; sodium hydrogencarbonate; triethylamine; triphenylphosphine; lithium diisopropyl amide; isopentyl nitrite;
platinum(IV) oxide;
In
tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.34.2732
- Guidance literature:
-
Multi-step reaction with 7 steps
1: imidazol / dimethylformamide / Ambient temperature
2: hydrogen / Pd-C / methanol / 2 h
3: 74 percent / triphenylphosphine, 2,2'-dipyridyl disulfide / acetonitrile / 2 h / 80 °C
4: 99 percent / triethylamine / dimethylformamide / Ambient temperature
5: 1.) lithium diisopropylamide, 2.) isoamyl nitrite / 1.) THF, -78 deg C, 15 min then -50 deg C, 10 min, 2.) -78 deg C, 1 h
6: 72 percent / hydrogen / PtO2 / ethyl acetate / 7 h / Ambient temperature
7: sodium bicarbonate / tetrahydrofuran; H2O / 2 h / 0 °C
With
1H-imidazole; 2,2'-dipyridyldisulphide; hydrogen; sodium hydrogencarbonate; triethylamine; triphenylphosphine; lithium diisopropyl amide; isopentyl nitrite;
platinum(IV) oxide; palladium on activated charcoal;
In
tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.34.2732