(3aS,4S,9R,9aR)-4-[(4-氟苯基)氨基]-9-(4-羟基-3,5-二甲氧基苯基)-6,7-二甲氧基-3a,4,9,9a-四氢-3H-萘并[3,2-c]呋喃-1-酮合成路线 (共 4 条)
反应条件
1: 6,7-O,O-demethylene-6,7-O,O-dimethylpodophyllotoxin With trimethylsilyl iodide in 1,2-dichloro-ethane
T=-20 - -10°C; 6 h;
2: 4-fluoroaniline With barium carbonate in 1,2-dichloro-ethane
T=20°C; 12 h;
参考文献
Zhu, Xiao-Kang; Guan, Jian; Xiao, Zhiyan; Cosentino, L. Mark; Lee, Kuo-Hsiung
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 15 p. 4267 - 4273
反应条件
1: 80 percent / boron trichloride / CH2Cl2 / 1 h / -70 - -65 °C
2: 94 percent / diethyl ether; methanol / 3 h / Ambient temperature
3: 1.) HBr, 2.) barium carbonate / 1.) dichloromethane, RT, 14 h, 2.) 1,2-dichloroethane, RT, overnight
View Scheme
参考文献
Wang; Hu; Chen; Cheng; Lee
Journal of Medicinal Chemistry, 1992 , vol. 35, # 5 p. 871 - 877
反应条件
1: 94 percent / diethyl ether; methanol / 3 h / Ambient temperature
2: 1.) HBr, 2.) barium carbonate / 1.) dichloromethane, RT, 14 h, 2.) 1,2-dichloroethane, RT, overnight
View Scheme
参考文献
Wang; Hu; Chen; Cheng; Lee
Journal of Medicinal Chemistry, 1992 , vol. 35, # 5 p. 871 - 877
反应条件
hydrogen bromide; barium carbonate
1.) dichloromethane, RT, 14 h, 2.) 1,2-dichloroethane, RT, overnight; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Wang; Hu; Chen; Cheng; Lee
Journal of Medicinal Chemistry, 1992 , vol. 35, # 5 p. 871 - 877