N-叔丁氧羰基-L-谷氨酸 1-苄酯合成路线 （共 26 条）
反应条件
4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane T=0 - 20°C; 0.5 h; Inert atmosphere;
参考文献
Koseki, Yohei; Yamada, Haruka; Usuki, Toyonobu
Tetrahedron Asymmetry, 2011 , vol. 22, # 5 p. 580 - 586
反应条件
potassium carbonate in acetone 4 h; Reflux;
参考文献
Stolze, Sara C.; Meltzer, Michael; Ehrmann, Michael; Kaiser, Markus
European Journal of Organic Chemistry, 2012 , # 8 p. 1616 - 1625
反应条件
in diethyl ether; ethanol T=65°C; 0.333333 h;
参考文献
Boudreault, Pierre-Luc; Voyer, Normand
Organic and Biomolecular Chemistry, 2007 , vol. 5, # 9 p. 1459 - 1465
反应条件
in methanol; dichloromethane T=0°C;
参考文献
Jones, Kristen L.G.; Holloway, M. Katharine; Su, Hua-Poo; Carroll, Steven S.; Burlein, Christine; Touch, Sinoeun; DiStefano, Daniel J.; Sanchez, Rosa I.; Williams, Theresa M.; Vacca, Joseph P.; Coburn, Craig A.
Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 14 p. 4065 - 4068
反应条件
1: (i) Na<AlH2(OCH2CH2OCH3)2>, (ii) /BRN= 2482076/, DCC 2: H2 / Pd-C 3: DCC 4: Et3N 5: aq. NaOH 6: H2 / Pd-C View Scheme
参考文献
Pietta,P.G. et al.
Journal of Organic Chemistry, 1971 , vol. 36, p. 3966 - 3970
反应条件
1: 4-methylmorpholine / CH2Cl2 / 0.25 h / 0 °C 2: tetrahydrofuran; toluene / 0.75 h / -78 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 41, # 15 p. 2819 - 2834
反应条件
1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere 2: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 20 h / 20 °C / Inert atmosphere View Scheme
参考文献
Stolze, Sara C.; Meltzer, Michael; Ehrmann, Michael; Kaiser, Markus
European Journal of Organic Chemistry, 2012 , # 8 p. 1616 - 1625
反应条件
1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere 2: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 20 h / 20 °C / Inert atmosphere 3: diisobutylaluminium hydride / diethyl ether; hexane / 0.13 h / -78 °C / Inert atmosphere View Scheme
参考文献
Stolze, Sara C.; Meltzer, Michael; Ehrmann, Michael; Kaiser, Markus
European Journal of Organic Chemistry, 2012 , # 8 p. 1616 - 1625
反应条件
1: 97 percent / diphenylphosphoryl azide, Et3N / dimethylformamide / 1.) 0 deg C, 5 h, 2.) RT, 16 h
2: 96 percent / HCl (4.4 N) / dioxane / 0.75 h / 25 °C
3: 82 percent / diphenylphosphoryl azide, Et3N / dimethylformamide / 1.) 0 deg C, 5 h, 2.) RT, 16 h
4: H2 / 5percent Pd/C / dioxane; methanol / 18 h / 760 Torr / Ambient temperature
5: 78 percent / N,N-dimethyl-acetamide / 144 h / 25 °C
View Scheme
参考文献
Piper, James R.; McCaleb, George S.; Montgomery, John A.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 2 p. 291 - 294
反应条件
1: 1.) 1-hydroxybenzotriazole, dicyclohexylcarbodiimide (DCC) / 1.) THF, 0 deg C, 1 h, 2.) THF, RT, 8 h
2: HCl (gas) / diethyl ether / 0.5 h
3: H2 / 10percent Pd/C / ethanol / 1 h / 2068.6 Torr / Ambient temperature
4: 75 percent / LiAlH4 / tetrahydrofuran / Heating
5: 56 percent / phenol / 19 h / 125 °C
View Scheme
参考文献
Witiak, Donald T.; Grattan, David A.; Heaslip, Richard J.; Rahwan, Ralf G.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 6 p. 712 - 717
