4'-甲氧基-3',5-二-2-丙烯基-(1,1'-联苯)-2-醇合成路线 (共 17 条)
反应条件
1: Honokiol With potassium carbonate in N,N-dimethyl-formamide
T=20 - 25°C; Williamson synthesis;
2: methyl iodide in N,N-dimethyl-formamide
T=30°C; Williamson synthesis; 6 h;
参考文献
Ma, Liang; Chen, Jinying; Wang, Xuewei; Liang, Xiaolin; Luo, Youfu; Zhu, Wei; Wang, Tianen; Peng, Ming; Li, Shucai; Jie, Shi; Peng, Aihua; Wei, Yuquan; Chen, Lijuan
Journal of Medicinal Chemistry, 2011 , vol. 54, # 19 p. 6469 - 6481
反应条件
1.1: potassium carbonate / acetone / 0.5 h
1.2: 4 h / 20 °C
2.1: n-butyllithium; tri-isopropoxy-borane / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
2.2: 0.5 h / 20 °C
3.1: palladium diacetate; potassium carbonate; dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphine / ethylene glycol dimethyl ether; water / 0.17 h / 130 °C / Microwave irradiation
View Scheme
参考文献
Kwak, Jae-Hwan; Cho, Young Ae; Jang, Jae-Yong; Seo, Seung-Yong; Lee, Heesoon; Hong, Jin Tae; Han, Sang-Bae; Lee, Kiho; Kwak, Young-Shin; Jung, Jae-Kyung
Tetrahedron, 2011 , vol. 67, # 48 p. 9401 - 9404
反应条件
1.1: n-butyllithium; tri-isopropoxy-borane / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
1.2: 0.5 h / 20 °C
2.1: palladium diacetate; potassium carbonate; dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphine / ethylene glycol dimethyl ether; water / 0.17 h / 130 °C / Microwave irradiation
View Scheme
参考文献
Kwak, Jae-Hwan; Cho, Young Ae; Jang, Jae-Yong; Seo, Seung-Yong; Lee, Heesoon; Hong, Jin Tae; Han, Sang-Bae; Lee, Kiho; Kwak, Young-Shin; Jung, Jae-Kyung
Tetrahedron, 2011 , vol. 67, # 48 p. 9401 - 9404
参考文献
Esumi, Tomoyuki; Makado, Gouki; Zhai, Haifeng; Shimizu, Yasuhiro; Mitsumoto, Yasuhide; Fukuyama, Yoshiyasu
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 10 p. 2621 - 2625
反应条件
1.1: Reflux
2.1: potassium carbonate / acetone / 0.25 h / Inert atmosphere
2.2: 1.5 h / Reflux
3.1: n-butyllithium / tetrahydrofuran / 0.83 h / -78 °C / Inert atmosphere
3.2: 2 h / -78 - 20 °C
4.1: hydrogenchloride; water / tetrahydrofuran
5.1: tetrakis(triphenylphosphine) palladium(0); caesium carbonate / ethylene glycol dimethyl ether; water / Reflux; Inert atmosphere
View Scheme
参考文献
Lin, Jyh Ming; Prakasha Gowda; Sharma, Arun K.; Amin, Shantu
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 10 p. 3202 - 3211
反应条件
1: Methylhonokiol With potassium carbonate in N,N-dimethyl-formamide
T=20°C; 0.5 h;
2: methyl iodide in N,N-dimethyl-formamide
T=20°C; 3 h;
参考文献
Lee, Bit; Kwak, Jae-Hwan; Huang, Shin-Won; Jang, Jae-Yong; Lim, Sanglae; Kwak, Young-Shin; Lee, Kiho; Kim, Hyung Sook; Han, Sang-Bae; Hong, Jin-Tae; Lee, Heesoon; Song, Sukgil; Seo, Seung-Yong; Jung, Jae-Kyung
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 9 p. 2860 - 2868
反应条件
1.1: boron tribromide / dichloromethane / -78 °C
2.1: potassium hydroxide
2.2: Microwave irradiation
View Scheme
参考文献
Schuehly, Wolfgang; Paredes, Juan Manuel Viveros; Kleyer, Jonas; Huefner, Antje; Anavi-Goffer, Sharon; Raduner, Stefan; Altmann, Karl-Heinz; Gertsch, Juerg
Chemistry and Biology, 2011 , vol. 18, # 8 p. 1053 - 1064