N-Boc-4-哌啶甲酸乙酯合成路线 （共 67 条）
反应条件
1.1: 94 percent / LiAlH4 / tetrahydrofuran / 0 °C 2.1: Ph3P; imidazole / CH2Cl2 2.2: 74 percent / I2 / CH2Cl2 / 0 °C View Scheme
参考文献
Villalobos; Blake; Biggers; Butler; Chapin; Chen; Ives; Jones; Liston; Nagel; Nason; Nielsen; Shalaby; White
Journal of Medicinal Chemistry, 1994 , vol. 37, # 17 p. 2721 - 2734
反应条件
isopropylmagnesium chloride in tetrahydrofuran T=-5°C; 1 h;
参考文献
Wei; Brown; Takasaki; Plobeck; Delorme; Zhou; Yang; Jones; Gawell; Gagnon; Schmidt; Yue; Walpole; Payza; St-Onge; Labarre; Godbout; Jakob; Butterworth; Kamassah; Morin; Projean; Ducharme; Roberts
Journal of Medicinal Chemistry, 2000 , vol. 43, # 21 p. 3895 - 3905
反应条件
1.1: lithium hydroxide hydrate / tetrahydrofuran; water / 15 h / 0 - 25 °C 2.1: 1,1'-carbonyldiimidazole / dichloromethane / 1 h / 0 - 25 °C / |Inert atmosphere 2.2: 0.5 h / 25 °C 2.3: 15 h / 25 °C View Scheme
参考文献
JANSSEN RandD IRELAND; BONFANTI, Jean-François; MULLER, Philippe; DOUBLET, Frédéric, Marc Maurice; FORTIN, Jérôme, Michel, Claude; LOUNIS, Nacer
Patent: WO2013/164337 A1, 2013 ;
反应条件
isopropylmagnesium chloride
参考文献
Herth, Matthias M.; Kramer, Vasko; Piel, Markus; Palner, Mikael; Riss, Patrick J.; Knudsen, Gitte M.; Roesch, Frank
Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 8 p. 2989 - 3002
反应条件
n-butyllithium; diisobutylaluminium hydride; tert-butyl alcohol in tetrahydrofuran; hexane T=0°C;
参考文献
De Munoz, Juan M.; Alcazar, Jesus; De La Hoz, Antonio; Diaz-Ortiz, Angel
European Journal of Organic Chemistry, 2012 , # 2 p. 260 - 263
反应条件
1.1: aq. NaOH 2.1: ClCOO-i-Bu; N-methylmorpholine 2.2: aq. NH3 3.1: LiAlH4 View Scheme
参考文献
Itani, Hiromichi; Ito, Harunobu; Sakata, Yoshihiko; Hatakeyama, Yoshifumi; Oohashi, Hiroko; Satoh, Yoshinari
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 5 p. 757 - 761
反应条件
1.1: KHMDS / tetrahydrofuran / -78 °C 1.2: tetrahydrofuran / 1 h / -78 °C 2.1: O3 / methanol; CH2Cl2 / -78 °C 2.2: NaBH4 / 3 h / -78 - 20 °C 3.1: p-TsOH / toluene / 3 h / Heating 4.1: DIBAL-H / CH2Cl2 / 5 h / -78 - 0 °C 5.1: PPh3; diethyl azodicarboxylate / tetrahydrofuran / 16 h / 0 - 20 °C 6.1: AcCl; MeOH / 16 h / 0 - 20 °C View Scheme
参考文献
Cooper, Laura C.; Carlson, Emma J.; Castro, Jose L.; Chicchi, Gary G.; Dinnell, Kevin; Di Salvo, Jerry; Elliott, Jason M.; Hollingworth, Gregory J.; Kurtz, Marc M.; Ridgill, Mark P.; Rycroft, Wayne; Tsao, Kwei-Lan; Swain, Christopher J.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 13 p. 1759 - 1762
反应条件
lithium diisopropyl amide 1.) THF, -70 deg C, 1 h, 2.) THF, from -70 deg C to RT, 21 h; Yield given. Multistep reaction;
参考文献
Cignarella, G.; Villa, S.; Barlocco, D.
European Journal of Medicinal Chemistry, 1994 , vol. 29, # 1 p. 115 - 120
反应条件
1: ethyl 1-tert-butyloxycarbonyl-4-piperidinecarboxylate With n-butyllithium; diisopropylamine in tetrahydrofuran; hexanes T=-78°C; 0.0833333 h; 2: benzyl bromide in tetrahydrofuran; hexanes T=20°C;
参考文献
HETERO RESEARCH FOUNDATION
Patent: US2011/15196 A1, 2011 ;
Location in patent: Page/Page column 62 ;
参考文献
Merck and Co., Inc.
Patent: US5475109 A1, 1995 ;
US 5475109 A
