Technology Process of (2S,5S)-N-<(benzyloxy)carbonyl>-2-<4-(benzoyloxy)butyl>-5-butylpyrrolidine
There total 10 articles about (2S,5S)-N-<(benzyloxy)carbonyl>-2-<4-(benzoyloxy)butyl>-5-butylpyrrolidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 46 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
2: 92 percent / CBr4, triphenylphosphine / CH2Cl2 / 0.17 h / 0 °C
3: 84 percent / triethylamine, H2 / 10percent Pd-C / methanol / 1 h / 760 Torr
4: 91 percent / 1 M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
5: thionyl chloride, triethylamine / CH2Cl2 / Ambient temperature
6: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / 2 h / 0 °C
8: 20percent aq. K2CO3 / CH2Cl2 / ice bath
With
dmap; ruthenium trichloride; sodium periodate; thionyl chloride; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00045a034
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 46 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
2: 92 percent / CBr4, triphenylphosphine / CH2Cl2 / 0.17 h / 0 °C
3: 84 percent / triethylamine, H2 / 10percent Pd-C / methanol / 1 h / 760 Torr
4: 91 percent / 1 M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
5: thionyl chloride, triethylamine / CH2Cl2 / Ambient temperature
6: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / 2 h / 0 °C
8: 20percent aq. K2CO3 / CH2Cl2 / ice bath
With
dmap; ruthenium trichloride; sodium periodate; thionyl chloride; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00045a034
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 84 percent / triethylamine, H2 / 10percent Pd-C / methanol / 1 h / 760 Torr
2: 91 percent / 1 M tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature
3: thionyl chloride, triethylamine / CH2Cl2 / Ambient temperature
4: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / 2 h / 0 °C
6: 20percent aq. K2CO3 / CH2Cl2 / ice bath
With
ruthenium trichloride; sodium periodate; thionyl chloride; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00045a034