(R)-(+)-N-Boc-2-哌啶甲酸合成路线 (共 25 条)
反应条件
potassium carbonate in N,N-dimethyl-formamide T=20°C;
参考文献
AstraZeneca AB; NPS PHARMACEUTICALS, INC.
Patent: US2007/259862 A1, 2007 ;
Location in patent: Page/Page column 10 ;
US 20070259862 A1
反应条件
in diethyl ether T=0°C; Inert atmosphere;
参考文献
Shibuya, Masatoshi; Shibuta, Takuro; Fukuda, Hayato; Iwabuchi, Yoshiharu
Organic Letters, 2012 , vol. 14, # 19 p. 5010 - 5013
参考文献
Lamb, Jeffrey P.; Engers, Darren W.; Niswender, Colleen M.; Rodriguez, Alice L.; Venable, Daryl F.; Conn, Jeffrey P.; Lindsley, Craig W.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 9 p. 2711 - 2714
反应条件
1.1: Et3N / tetrahydrofuran; diethyl ether / 1 h / 0 °C 2.1: diethyl ether / 3 h / 0 °C 2.2: AgOBz; Et3N / 3 h / 0 - 20 °C 3.1: LiAlH4 / diethyl ether / 0.5 h / 0 °C View Scheme
参考文献
DeVita, Robert J.; Goulet, Mark T.; Wyvratt, Matthew J.; Fisher, Michael H.; Lo, Jane-L; Yang, Yi Tien; Cheng, Kang; Smith, Roy G.
Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 17 p. 2621 - 2624
反应条件
1.1: triethylamine; pivaloyl chloride / dichloromethane / 1 h / -5 - 0 °C
1.2: 1.5 h / 0 °C
2.1: diisobutylaluminium hydride / dichloromethane / -78 °C / |Inert atmosphere
2.2: 0 - 20 °C
3.1: hydrogenchloride / water; diethyl ether / |Reflux
3.2: 0 - 20 °C
4.1: tetrakis(triphenylphosphine) palladium(0); diisopropylamine; copper(l) iodide
5.1: mercury(II) oxide; mercury(II) trifluoroacetate; water / tetrahydrofuran / 1 h / 0 °C
6.1: diisopropylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine / 70 °C / |Inert atmosphere
7.1: 1,4-dioxane / 23 h / |Inert atmosphere; |Reflux
7.2: 48 h / |Reflux
8.1: trifluoromethylsulfonic anhydride; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 16 h / 0 - 20 °C / |Inert atmosphere
8.2: 3 h / |Reflux
View Scheme
参考文献
Ying, Weijiang; Herndon, James W.
European Journal of Organic Chemistry, 2013 , # 15 p. 3112 - 3122