(1S,3S)-1-(1,3-苯并二氧戊环-5-基)-2,3,4,9-四氢-1H-吡啶并[3,4-b]吲哚-3-羧酸甲酯合成路线 (共 5 条)
反应条件
1: T=20°C; 0.0833333 h; Inert atmosphere of nitrogen; 2: With hydrogenchloride in water 72 h; Reflux;
参考文献
LEK Pharmaceuticals d.d.
Patent: EP2107059 A1, 2009 ;
Location in patent: Page/Page column 9 ;
反应条件
trifluoroacetic acid in dichloromethane T=20°C; Pictet-Spengler reaction;
参考文献
Daugan, Alain; Grondin, Pascal; Ruault, Cecile; Le Monnier de Gouville, Anne-Charlotte; Coste, Herve; Linget, Jean Michel; Kirilovsky, Jorge; Hyafil, Francois; Labaudinieret, Richard
Journal of Medicinal Chemistry, 2003 , vol. 46, # 21 p. 4533 - 4542
反应条件
1: in nitromethane Pictet-Spengler cyclisation; Reflux; 2: With potassium carbonate in water; ethyl acetate stereoselective reaction;
参考文献
Xiao, Sen; Shi, Xiao-Xin; Xing, Jing; Yan, Jing-Jing; Liu, Shi-Ling; Lu, Wei-Dong
Tetrahedron Asymmetry, 2009 , vol. 20, # 18 p. 2090 - 2096
反应条件
1: 78 percent / NaHCO3 / CHCl3 / 20 °C 2: 71 percent / ethanol / Heating View Scheme
参考文献
Daugan, Alain; Grondin, Pascal; Ruault, Cecile; Le Monnier de Gouville, Anne-Charlotte; Coste, Herve; Linget, Jean Michel; Kirilovsky, Jorge; Hyafil, Francois; Labaudinieret, Richard
Journal of Medicinal Chemistry, 2003 , vol. 46, # 21 p. 4533 - 4542
反应条件
1: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 h / 81 °C 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 18 h / 81 °C / |Inert atmosphere 3: palladium 10 on activated carbon; hydrogen / acetonitrile / 8 h / 60 °C / 798.05 - 836.06 Torr View Scheme
参考文献
Dong, Jing; Meng, Tian-Zhuo; Shi, Xiao-Xin; Zou, Wen-Hui; Lu, Xia
Tetrahedron Asymmetry, 2013 , vol. 24, # 15-16 p. 883 - 893