苯并二氧六环-6-甲酸甲酯合成路线 (共 10 条)
参考文献
Lo Monte, Fabio; Kramer, Thomas; Gu, Jiamin; Brodrecht, Martin; Pilakowski, Johannes; Fuertes, Ana; Dominguez, Juan Manuel; Plotkin, Batya; Eldar-Finkelman, Hagit; Schmidt, Boris
European Journal of Medicinal Chemistry, 2013 , vol. 61, p. 26 - 40
反应条件
potassium hydroxide in methanol
30 h; Reflux;
参考文献
PRESIDENT AND FELLOWS OF HARVARD COLLEGE
Patent: WO2009/151561 A2, 2009 ;
Location in patent: Page/Page column 68 ;
反应条件
9-(2-di-tert-butylphosphanylphenyl)phenanthrene; palladium diacetate; caesium carbonate in toluene
T=50°C; 40 h;
参考文献
Toracca, Karen E.; Kuwabe, Shin-Itsu; Buchwald, Stephen L.
Journal of the American Chemical Society, 2000 , vol. 122, # 51 p. 12907 - 12908
反应条件
sulfuric acid; sodium hydrogencarbonate in methanol
参考文献
American Cyanamid Company
Patent: US6288082 B1, 2001 ;
反应条件
caesium carbonate; triphenylphosphine; palladium dichloride in toluene
T=50°C; 24 h;
参考文献
Jing, Xiaobi; Shi, Yaocheng; Liu, Yonghong; Han, Ying; Yan, Chaoguo; Wang, Li
Synthetic Communications, 2004 , vol. 34, # 9 p. 1723 - 1727
反应条件
1: 87 percent / K2CO3; KI / acetonitrile / 16 h / 80 °C
2: 95 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
3: 69 percent / Pd(OAc)2; Cs2CO3; 9-(2-di-tert-butylphosphanylphenyl)phenanthrene / toluene / 40 h / 50 °C
View Scheme
参考文献
Toracca, Karen E.; Kuwabe, Shin-Itsu; Buchwald, Stephen L.
Journal of the American Chemical Society, 2000 , vol. 122, # 51 p. 12907 - 12908
反应条件
1: 85 percent / Br2 / CHCl3 / 14 h / 20 °C
2: 87 percent / K2CO3; KI / acetonitrile / 16 h / 80 °C
3: 95 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
4: 69 percent / Pd(OAc)2; Cs2CO3; 9-(2-di-tert-butylphosphanylphenyl)phenanthrene / toluene / 40 h / 50 °C
View Scheme
参考文献
Toracca, Karen E.; Kuwabe, Shin-Itsu; Buchwald, Stephen L.
Journal of the American Chemical Society, 2000 , vol. 122, # 51 p. 12907 - 12908
反应条件
1: sulfuric acid / 8 h / 90 °C
2: potassium carbonate / acetone / 24 h / 70 °C / |Inert atmosphere
View Scheme
参考文献
Sun, Juan; Li, Ming-Hui; Qian, Shao-Song; Guo, Feng-Jiao; Dang, Xiao-Fang; Wang, Xiao-Ming; Xue, Ya-Rong; Zhu, Hai-Liang
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 10 p. 2876 - 2879
反应条件
1: methanol; 3,4-dihydroxy-benzoic acid With thionyl chloride
2: ethylene dibromide With potassium hydroxide in methanol
Further stages.;
参考文献
da Silva, Joaquim Fernando Mendes; Walters, Marcus; Al-Damluji, Saad; Ganellin, C. Robin
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 15 p. 7254 - 7263
反应条件
hydrazine hydrate in ethanol
48 h; Reflux;
参考文献
Lo Monte, Fabio; Kramer, Thomas; Gu, Jiamin; Brodrecht, Martin; Pilakowski, Johannes; Fuertes, Ana; Dominguez, Juan Manuel; Plotkin, Batya; Eldar-Finkelman, Hagit; Schmidt, Boris
European Journal of Medicinal Chemistry, 2013 , vol. 61, p. 26 - 40