(R)-(+)-N-Boc-2-哌啶甲酸合成路线 （共 25 条）
反应条件
1: 1-(tert-butoxy-carbonyl)piperidine With N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium in diethyl ether; hexane T=-78°C; 3 h; 2: With C13H28N2O; sec.-butyllithium in diethyl ether; hexane T=-78 - -30°C; 3: carbon dioxide in diethyl ether; hexane T=-78 - 20°C; 18 h; optical yield given as percent eeenantioselective reaction;
参考文献
Stead, Darren; Carbone, Giorgio; O'Brien, Peter; Campos, Kevin R.; Coldham, Iain; Sanderson, Adam
Journal of the American Chemical Society, 2010 , vol. 132, # 21 p. 7260 - 7261
反应条件
chromium(VI) oxide; sulfuric acid T=0 - 20°C; 1 h; Yield given;
参考文献
Pauly, Regine; Sasaki, N. Andre; Potier, Pierre
Tetrahedron Letters, 1994 , vol. 35, # 2 p. 237 - 240
反应条件
1.1: 72 percent / Et3N / methanol 2.1: 60 percent / 4-dimethylaminopyridine; dicyclohexylcarbodiimide / toluene / 15 h / 20 °C 3.1: NaOH / tetrahydrofuran; H2O / 12 h / 20 °C 3.2: NaOH / dioxane; H2O / 12 h / 20 °C View Scheme
参考文献
Calmes, Monique; Escale, Francoise; Rolland, Marc; Martinez, Jean
Tetrahedron Asymmetry, 2003 , vol. 14, # 12 p. 1685 - 1689
反应条件
1.1: 60 percent / 4-dimethylaminopyridine; dicyclohexylcarbodiimide / toluene / 15 h / 20 °C 2.1: NaOH / tetrahydrofuran; H2O / 12 h / 20 °C 2.2: NaOH / dioxane; H2O / 12 h / 20 °C View Scheme
参考文献
Calmes, Monique; Escale, Francoise; Rolland, Marc; Martinez, Jean
Tetrahedron Asymmetry, 2003 , vol. 14, # 12 p. 1685 - 1689
反应条件
1: n-BuLi / tetrahydrofuran / -78 deg C, 30 min; -40 deg C to RT 2: 6percent Na-Hg, Na2HPO4 / methanol / 3 h / 0 - 20 °C 3: PPTS / ethanol / 6 h / 50 °C 4: CrO3, H2SO4 / 1 h / 0 - 20 °C View Scheme
参考文献
Pauly, Regine; Sasaki, N. Andre; Potier, Pierre
Tetrahedron Letters, 1994 , vol. 35, # 2 p. 237 - 240
反应条件
benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine in dichloromethane T=20°C; 72 h;
参考文献
BRISTOL-MYERS SQUIBB COMPANY; SUN, Chongqing; EWING, William R.; BOLTON, Scott A.; GU, Zhengxiang; HUANG, Yanting; MURUGESAN, Natesan; ZHU, Yeheng
Patent: WO2012/125622 A1, 2012 ;
Location in patent: Page/Page column 122-123 ;
WO 2012/125622 A1
反应条件
ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU in DMF (N,N-dimethyl-formamide) T=0 - 20°C; 18 h;
参考文献
AstraZeneca AB
Patent: WO2005/115986 A1, 2005 ;
Location in patent: Page/Page column 103 ;
WO 2005/115986 A1
反应条件
1: 96 percent / BH3*THF / 20 h / 20 °C 2: 76 percent / Dess-Martin periodinane / CH2Cl2 / 3 h / 20 °C View Scheme
参考文献
Garvey, David S.; Wasicak, James T.; Chung, John Y.-L.; Shue, Youe-Kong; Carrera, George M.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 9 p. 1550 - 1557
反应条件
1: With borane-THF in tetrahydrofuran T=0 - 20°C; 4.25 h; 2: With water in tetrahydrofuran 0.166667 h;
参考文献
DECODE CHEMISTRY, INC.
Patent: US2007/66820 A1, 2007 ;
Location in patent: Page/Page column 41 ;
US 20070066820 A1
反应条件
1: With potassium hydroxide in methanol 2: With hydrogenchloride in methanol; chloroform; water
参考文献
LEAD DISCOVERY CENTER GMBH; BAYER INTELLECTUAL PROPERTY GMBH; RUeHTER, Gerd; KOCH, Uwe; NUSSBAUMER, Peter; SCHULTZ-FADEMRECHT, Carsten; EICKHOFF, Jan
Patent: WO2012/117048 A1, 2012 ;
Location in patent: Page/Page column 53 ;
WO 2012/117048 A1
