Technology Process of acetic acid (2S,3S)-1-benzyl-2-methyl-6-oxo-4-(3-oxopropyl)-1,2,3,6-tetrahydropyridin-3-yl ester
There total 12 articles about acetic acid (2S,3S)-1-benzyl-2-methyl-6-oxo-4-(3-oxopropyl)-1,2,3,6-tetrahydropyridin-3-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Chloro-oxo-acetic acid; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 - 0 ℃;
DOI:10.1016/j.tet.2006.12.055
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 2.87 g / diisopropylethylamine / CH2Cl2 / 10 h / 20 °C
2: NaOEt / ethanol / 0.75 h / cooling
3: H2O / acetonitrile / 2 h / Heating
4: 2.41 g / triethylamine / CH2Cl2 / 10 h / 20 °C
5: 90.7 percent / Pd[P(o-Tol)3]2Cl2 / tetrahydrofuran / 1 h / 20 °C
6: 98.7 percent / sodium borohydride / methanol; tetrahydrofuran / 12 h / 0 °C
7: tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 20 °C
8: imidazole / dimethylformamide / 2 h / 0 °C
9: pyridine; 4-(dimethylamino)pyridine / CHCl3 / 2 h / 20 °C
10: tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C
11: 104 mg / oxalylchloride; dimethylsulfoxide; triethylamine / CH2Cl2 / -78 - 0 °C
With
pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; Chloro-oxo-acetic acid; tetrabutyl ammonium fluoride; water; sodium ethanolate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
dichlorobis(tri-O-tolylphosphine)palladium;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;
11: Swern oxidation;
DOI:10.1016/j.tet.2006.12.055
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 90.7 percent / Pd[P(o-Tol)3]2Cl2 / tetrahydrofuran / 1 h / 20 °C
2: 98.7 percent / sodium borohydride / methanol; tetrahydrofuran / 12 h / 0 °C
3: tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 20 °C
4: imidazole / dimethylformamide / 2 h / 0 °C
5: pyridine; 4-(dimethylamino)pyridine / CHCl3 / 2 h / 20 °C
6: tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C
7: 104 mg / oxalylchloride; dimethylsulfoxide; triethylamine / CH2Cl2 / -78 - 0 °C
With
pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; Chloro-oxo-acetic acid; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine;
dichlorobis(tri-O-tolylphosphine)palladium;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
7: Swern oxidation;
DOI:10.1016/j.tet.2006.12.055
