1-Cbz-4-羟基哌啶合成路线 （共 33 条）
反应条件
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Journal of the American Chemical Society, , vol. 108, # 8 p. 2049 - 2054
反应条件
1: 76 percent / tetra-n-butylammonium hydrogen sulfate, aq. NaOH / CH2Cl2; H2O / 16 h 2: 94 percent / H2 / 10percent Pd/C / ethanol / 3 h / 760 Torr 3: 1.)2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT), N-methylmorpholine (NMM), 2.) N-methylmorpholine (NMM) / 1.) CH2Cl2, 0 deg C, 3 h, 2.) CH2Cl2, RT, 12 h 4: H2 / 10percent Pd/C / ethanol; acetic acid / 3 h / 760 Torr 5: tetra-n-butylammonium hydrogen sulfate, aq. NaHCO3 / CH2Cl2 / 16 h / Ambient temperature 6: trifluoroacetic acid (TFA) / CH2Cl2 / 2 h / Ambient temperature View Scheme
参考文献
Alig; Edenhofer; Hadvary; Hurzeler; Knopp; Muller; Steiner; Trzeciak; Weller
Journal of Medicinal Chemistry, 1992 , vol. 35, # 23 p. 4393 - 4407
反应条件
1: 90 percent / tetra-n-butylammonium hydrogen sulfate; NaOH / toluene; H2O / 20 h 2: 100 percent / H2 / 10 percent Pd/C / methanol / 4.5 h / 20 °C View Scheme
参考文献
Alig; Edenhofer; Hadvary; Hurzeler; Knopp; Muller; Steiner; Trzeciak; Weller
Journal of Medicinal Chemistry, 1992 , vol. 35, # 23 p. 4393 - 4407
反应条件
1: 4-Hydroxy-piperidine-1-carboxylic acid benzyl ester With methanesulfonyl chloride; triethylamine in dichloromethane T=0 - 20°C; 48 h; 2: thiolacetic acid potassium salt in dichloromethane T=90°C; 3 h;
参考文献
ASTRAZENECA AB
Patent: WO2005/7629 A1, 2005 ;
Location in patent: Page 45-46 ;
WO 2005/007629 A1
反应条件
1: triethylamine / dichloromethane / 0 °C 2: potassium carbonate / N,N-dimethyl-formamide / 10 - 80 °C View Scheme
参考文献
Zhersh, Sergey; Buryanov, Volodymyr V.; Karpenko, Oleksandr V.; Grygorenko, Oleksandr O.; Tolmachev, Andrey A.
Synthesis, 2011 , # 22 art. no. Z72611SS, p. 3669 - 3674
反应条件
triphenylphosphine; diethylazodicarboxylate 1.) THF, -78 deg C, 7 min, 2.) THF, a) -78 deg C, 1 h, b) RT, 20 h; Yield given. Multistep reaction;
参考文献
Rosenberg; Spina; Condon; Polakowski; Yao; Kovar; Stein; Cohen; Barlow; Klinghofer; Egan; Tricarico; Perun; Baker; Kleinert
Journal of Medicinal Chemistry, 1993 , vol. 36, # 4 p. 460 - 467
反应条件
triethylamine in dichloromethane T=0 - 20°C; 1 h;
参考文献
Dr. Reddy's Laboratories Ltd.
Patent: EP981526 B1, 2004 ;
Location in patent: Page 20 ;
反应条件
1: triethylamine / dichloromethane / 0 °C 2: potassium carbonate / N,N-dimethyl-formamide / 10 - 80 °C View Scheme
参考文献
Zhersh, Sergey; Buryanov, Volodymyr V.; Karpenko, Oleksandr V.; Grygorenko, Oleksandr O.; Tolmachev, Andrey A.
Synthesis, 2011 , # 22 art. no. Z72611SS, p. 3669 - 3674
反应条件
1: 66 percent / PCC/SiO2 / CH2Cl2 / 4 h / 20 °C 2: 74 percent / tetrahydrofuran / 43 h / Heating 3: 36 percent Spectr. / H2 / Pd/C-ethylenediamine / methanol / 0.75 h / 20 °C / 760 Torr View Scheme
参考文献
Hattori, Kazuyuki; Sajiki, Hironao; Hirota, Kosaku
Tetrahedron, 2000 , vol. 56, # 43 p. 8433 - 8441
反应条件
1: Jones reagent / acetone / 0.25 h / at ice bath 2: tetrahydrofuran / 2 h / -78 - 20 °C View Scheme
参考文献
Chang, Meng-Yang; Pai, Chun-Li; Kung, Yung-Hua
Tetrahedron Letters, 2005 , vol. 46, # 49 p. 8463 - 8465
