Technology Process of (5R)-5-[(tert-butyldimethylsilyl)oxy]-N-(1-oxo-3-phenylpropyl)-3,4,5,6-tetrahydro-2(1H)-pyridone
There total 6 articles about (5R)-5-[(tert-butyldimethylsilyl)oxy]-N-(1-oxo-3-phenylpropyl)-3,4,5,6-tetrahydro-2(1H)-pyridone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 80 percent / RuCl2(PCy3)2CHPh / CH2Cl2 / 12 h / Heating
2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
2.2: 94 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C
3.1: 91 percent / MCPBA / CH2Cl2 / 15 h / 20 °C
4.1: 99 percent / t-BuOK / 2-methyl-propan-2-ol / 20 °C
5.1: 47 percent / lipase PPL; molecular sieves 4 Angstroem / toluene / 96 h / 20 °C
6.1: H2 / Pd/C / ethyl acetate / 10 h / 20 °C
7.1: imidazole / CH2Cl2 / 5 h / 20 °C
With
1H-imidazole; Grubbs catalyst first generation; n-butyllithium; lipase PPL; 4 A molecular sieve; potassium tert-butylate; hydrogen; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; tert-butyl alcohol;
DOI:10.1021/ol010183+
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
1.2: 94 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C
2.1: 91 percent / MCPBA / CH2Cl2 / 15 h / 20 °C
3.1: 99 percent / t-BuOK / 2-methyl-propan-2-ol / 20 °C
4.1: 47 percent / lipase PPL; molecular sieves 4 Angstroem / toluene / 96 h / 20 °C
5.1: H2 / Pd/C / ethyl acetate / 10 h / 20 °C
6.1: imidazole / CH2Cl2 / 5 h / 20 °C
With
1H-imidazole; n-butyllithium; lipase PPL; 4 A molecular sieve; potassium tert-butylate; hydrogen; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; tert-butyl alcohol;
DOI:10.1021/ol010183+
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 99 percent / t-BuOK / 2-methyl-propan-2-ol / 20 °C
2: 47 percent / lipase PPL; molecular sieves 4 Angstroem / toluene / 96 h / 20 °C
3: H2 / Pd/C / ethyl acetate / 10 h / 20 °C
4: imidazole / CH2Cl2 / 5 h / 20 °C
With
1H-imidazole; lipase PPL; 4 A molecular sieve; potassium tert-butylate; hydrogen;
palladium on activated charcoal;
In
dichloromethane; ethyl acetate; toluene; tert-butyl alcohol;
DOI:10.1021/ol010183+