3-哌啶甲酸乙酯（盐酸盐）合成路线 （共 72 条）
参考文献
Cohen, Judith H.; Roessler, Armin; Scott, Lorraine; Sorgi, Kirk L.; Villani Jr., Frank J.; Webster, Robin R. H.; Weh, Christian; Bos, Mary Ellen; Cesco-Cancian, Sergio; Harris, Bruce D.; Hortenstine, John T.; Justus, Michael; Maryanoff, Cynthia A.; Mills, John; Muller, Stefan
Organic Process Research and Development, 2003 , vol. 7, # 6 p. 866 - 872
反应条件
1.1: LDA / tetrahydrofuran / -78 °C 1.2: 90 percent / tetrahydrofuran View Scheme
参考文献
Coppola, Gary M; Damon, Robert E; Eskesen, J Bruce; France, Dennis S; Paterniti Jr., James R
Bioorganic and medicinal chemistry letters, 2002 , vol. 12, # 17 p. 2439 - 2442
反应条件
1: sodium hydrogencarbonate / water / 16 h / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -10 °C 3: sodium hydrogencarbonate; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / dichloromethane; water / 18 h / 20 °C View Scheme
参考文献
Kalypsys, Inc
Patent: US8080566 B1, 2011 ;
反应条件
1: CH2Cl2 2: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 2.) THF, from -78 deg C to 0 deg C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 41, # 14 p. 2439 - 2441
反应条件
1: piperidine-3-carboxylic acid ethyl ester With sodium hexamethyldisilazane in tetrahydrofuran; toluene T=-20 - -10°C; 2: methyl iodide in tetrahydrofuran; toluene T=-20 - 20°C;
参考文献
Nelson, Todd D.; Rosen, Jonathan D.; Smitrovich, Jacqueline H.; Payack, Joseph; Craig, Bridgette; Matty, Louis; Huffman, Mark A.; McNamara, James
Organic Letters, 2005 , vol. 7, # 1 p. 55 - 58
反应条件
1: tetrahydrofuran 2: LAH / tetrahydrofuran 3: I2; PPh3; imidazole / CH2Cl2 View Scheme
参考文献
Slusarchyk, William A.; Bolton, Scott A.; Hartl, Karen S.; Huang, Ming-Hsing; Jacobs, Glenn; Meng, Wei; Ogletree, Martin L.; Pi, Zulan; Schumacher, William A.; Seiler, Steven M.; Sutton, James C.; Treuner, Uwe; Zahler, Robert; Zhao, Guohua; Bisacchi, Gregory S.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 21 p. 3235 - 3238
反应条件
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -20 - -10 °C / Inert atmosphere 1.2: -20 - 20 °C / Inert atmosphere 2.1: triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 3.1: sodium hydroxide / methanol; water / 72 h / Inert atmosphere; Reflux 3.2: Inert atmosphere; Acidic conditions View Scheme
参考文献
Nishio, Yukihiro; Kimura, Hidenori; Sawada, Naoyuki; Sugaru, Eiji; Horiguchi, Masakuni; Ono, Michiko; Furuta, Yudai; Sakai, Mutsuko; Masui, Yumi; Otani, Misato; Hashizuka, Takahiko; Honda, Yayoi; Deguchi, Jiro; Nakagawa, Tsutomu; Nakahira, Hiroyuki
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 18 p. 5490 - 5499
反应条件
1.1: triethylamine / 4-(N,N-dimethlyamino)pyridine / dichloromethane / 0 - 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -78 °C 2.2: 2.25 h / -78 - 20 °C View Scheme
参考文献
MITHRIDION, INC.; ABRAHAM, Brent, D.; COPP, Richard, R.; FARNHAM, James, G.; HANSON, Seth, A.; HENDRICKSON, Michael, L.; OCKULY, Jeffrey, C.; TWOSE, Trevor, M.; VERDONE, Melinda, L.
Patent: WO2012/33956 A1, 2012 ;
WO 2012/033956 A1
反应条件
sodium hydroxide; hydrogen; nickel in ethanol; water
T=20 - 40°C; Electrolysis;
参考文献
Muldakhmetov; Gazaliev; Kirilyus; Fazylov
Russian Journal of Applied Chemistry, 2007 , vol. 80, # 7 p. 1087 - 1089
反应条件
platinum on carbon; hydrogen in acetic acid
T=100°C; P=75007.5 Torr; Continuous flow;
参考文献
Irfan, Muhammed; Petricci, Elena; Glasnov, Toma N.; Taddei, Maurizio; Kappe, C. Oliver
European Journal of Organic Chemistry, 2009 , # 9 p. 1327 - 1334
