4-(吡咯烷-1-甲基)苯甲酸甲酯合成路线 (共 9 条)
反应条件
1: pyrrolidine With potassium carbonate; 18-crown-6 ether in acetone T=55 - 60°C; 2 h; 2: 4-methoxycarbonylbenzyl bromide in acetone T=55 - 60°C; 2 h;
参考文献
SIGMA-TAU Industrie Farmaceutiche Riunite S.p.A.; GEMMA, Sandra
Patent: WO2007/104695 A1, 2007 ;
Location in patent: Page/Page column 27-28 ;
反应条件
sodium tetrahydroborate; acetic acid in chloroform T=0 - 20°C; 13 h;
参考文献
Koroleva, Elena V.; Kadutskii, Aleksey P.; Farina, Alexander V.; Ignatovich, Janna V.; Ermolinskaya, Anastasiya L.; Gusak, Klaudiya N.; Kalinichenko, Elena N.
Tetrahedron Letters, 2012 , vol. 53, # 38 p. 5056 - 5058
反应条件
hydrogen; BIPHEPHOS; dirhodium tetraacetate T=80°C; P=20685.9 Torr; 18 h;
参考文献
Illesinghe, Jayamini; Campi, Eva M.; Jackson, W. Roy; Robinson, Andrea J.
Australian Journal of Chemistry, 2004 , vol. 57, # 6 p. 531 - 536
反应条件
1.1: ethanol / 2 h / Heating 1.2: NaCNBH3 / ethanol / 1 h / Heating 1.3: 42 percent / H2SO4 / 18 h / 20 °C 2.1: 25 percent / BIPHEPHOS; H2 / [Rh(OAc)2]2 / 18 h / 80 °C / 20685.9 Torr View Scheme
参考文献
Australian Journal of Chemistry, , vol. 57, # 6 p. 531 - 536
参考文献
Illesinghe, Jayamini; Campi, Eva M.; Jackson, W. Roy; Robinson, Andrea J.
Australian Journal of Chemistry, 2004 , vol. 57, # 6 p. 531 - 536
反应条件
1: pyrrolidine With formic acid 0.25 h; cooling; 2: 4-formylbenzoic acid methyl ester T=180 - 200°C; Leuckart-Wallach reaction; 8 h; Further stages.;
参考文献
Ignatovich; Gusak; Chernikhova; Kozlov; Koroleva
Chemistry of Heterocyclic Compounds, 2007 , vol. 43, # 12 p. 1540 - 1543
反应条件
1: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / tetrachloromethane / 12 h / Reflux; Inert atmosphere 2: potassium carbonate; potassium iodide / ethanol / Inert atmosphere View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 19, # 18 p. 5352 - 5360
反应条件
1: With lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 1.5 h; 2: With water in tetrahydrofuran T=0°C; 0.5 h;
参考文献
SIGMA-TAU Industrie Farmaceutiche Riunite S.p.A.; GEMMA, Sandra
Patent: WO2007/104695 A1, 2007 ;
Location in patent: Page/Page column 27-29 ;
反应条件
lithium aluminium tetrahydride in tetrahydrofuran; pentane T=20°C; 2 h;
参考文献
Sheng, Rong; Xu, Yu; Hu, Chunqi; Zhang, Jing; Lin, Xiao; Li, Jingya; Yang, Bo; He, Qiaojun; Hu, Yongzhou
European Journal of Medicinal Chemistry, 2009 , vol. 44, # 1 p. 7 - 17