4-(4-BOC-1-哌嗪基)苯硼酸合成路线 （共 5 条）
反应条件
1: tert-butyl 4-(4-bromophenyl)-piperazine-1-carboxylate With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 0.5 h;
2: tri-isopropoxy-borane in tetrahydrofuran; hexane
T=-78°C;
参考文献
Sequoia Sciences, Inc.; Eldridge, Gary R.; Buckle, Ronald Neil; Ellis, Michael; Huang, Zhongping; Reilly, John Edward
Patent: EP2712863 A1, 2014 ;
Location in patent: Paragraph 0407; 0408 ;
反应条件
1: With n-butyllithium in tetrahydrofuran; hexane; toluene
T=-70 - -60°C; 0.333333 h;
2: With tri-isopropoxy-borane in tetrahydrofuran; hexane; toluene
T=-70 - 0°C;
3: With phosphoric acid; water in tetrahydrofuran; hexane; toluene
0.5 h;
参考文献
Chen, Cheng-yi; Dagneau, Philippe; Grabowski, Edward J.J.; Oballa, Renata; O'Shea, Paul; Prasit, Peppi; Robichaud, Joel; Tillyer, Rich; Wang, Xin
Journal of Organic Chemistry, 2003 , vol. 68, # 7 p. 2633 - 2638
反应条件
1.1: 95 percent / Et3N; DMAP / acetonitrile / 3 h / 20 - 25 °C
2.1: n-BuLi / tetrahydrofuran; toluene; hexane / 0.33 h / -70 - -60 °C
2.2: triisopropyl borate / tetrahydrofuran; toluene; hexane / -70 - 0 °C
2.3: 92 percent / H3PO4; H2O / tetrahydrofuran; toluene; hexane / 0.5 h
View Scheme
参考文献
Chen, Cheng-yi; Dagneau, Philippe; Grabowski, Edward J.J.; Oballa, Renata; O'Shea, Paul; Prasit, Peppi; Robichaud, Joel; Tillyer, Rich; Wang, Xin
Journal of Organic Chemistry, 2003 , vol. 68, # 7 p. 2633 - 2638
反应条件
1: With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 0.5 h; Inert atmosphere;
2: With boric acid trimethyl ester in tetrahydrofuran; hexane
T=-78 - 20°C; Inert atmosphere;
3: With hydrogenchloride; water in tetrahydrofuran
T=20°C; pH=5 - 7;
参考文献
Ghosh, Balaram; Antonio, Tamara; Zhen, Juan; Kharkar, Prashant; Reith, Maarten E. A.; Dutta, Aloke K.
Journal of Medicinal Chemistry, 2010 , vol. 53, # 3 p. 1023 - 1037
反应条件
1: 86 percent / HCl / ethyl acetate; dioxane / 6 h / 20 °C
2: NaOH
View Scheme
参考文献
Chen, Cheng-yi; Dagneau, Philippe; Grabowski, Edward J.J.; Oballa, Renata; O'Shea, Paul; Prasit, Peppi; Robichaud, Joel; Tillyer, Rich; Wang, Xin
Journal of Organic Chemistry, 2003 , vol. 68, # 7 p. 2633 - 2638
