(S)-1-Boc-哌啶-2-羧酸合成路线 （共 49 条）
反应条件
1: 81 percent / NaClO2; NaH2PO4 / 2-methyl-propan-2-ol; H2O 2: 90 percent / hydrogen / Pd/C / ethyl acetate View Scheme
参考文献
Ginesta, Xavier; Pericas, Miquel A; Riera, Antoni
Tetrahedron Letters, 2002 , vol. 43, # 5 p. 779 - 782
反应条件
1: (S)-1-(2,2,2-Trifluoro-acetyl)-piperidine-2-carboxylic acid (S)-3,4,4-trimethyl-2-oxo-tetrahydro-furan-3-yl ester With sodium hydroxide in tetrahydrofuran; water T=20°C; 12 h; 2: di-tert-butyl dicarbonate With sodium hydroxide in 1,4-dioxane; water T=20°C; 12 h; Title compound not separated from byproducts;
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-(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
2,3-dihydroxybutanedioic acid; triethylamine 1.) EtOH, 2.) THF, H2O, RT, 40 h; Yield given. Multistep reaction;
参考文献
Nakatsuka, Masashi; Ragan, John A.; Sammakia, Tarek; Smith, David B.; Uehling, David E.; Schreiber, Stuart L.
Journal of the American Chemical Society, 1990 , vol. 112, # 14 p. 5583 - 5601
反应条件
chromium(VI) oxide; sulfuric acid T=0 - 20°C; 1 h; Yield given;
参考文献
Sanchez-Sancho, Francisco; Herradon, Bernardo
Tetrahedron Asymmetry, 1998 , vol. 9, # 11 p. 1951 - 1965
反应条件
ruthenium trichloride; sodium periodate in tetrachloromethane; water; acetonitrile 5 h; Ambient temperature;
参考文献
Serino; Stehle; Yong Sun Park; Florio; Beak
Journal of Organic Chemistry, 1999 , vol. 64, # 4 p. 1160 - 1165
反应条件
1: 60 percent / NaH / tetrahydrofuran / 7.25 h / Heating 2: (-)-sparteine, n-BuLi / diethyl ether / 6.5 h / -78 °C 3: RuCl3*xH2O, NaIO4 / H2O; CCl4; acetonitrile / 5 h / Ambient temperature View Scheme
参考文献
Serino; Stehle; Yong Sun Park; Florio; Beak
Journal of Organic Chemistry, 1999 , vol. 64, # 4 p. 1160 - 1165
反应条件
1: (-)-sparteine, n-BuLi / diethyl ether / 6.5 h / -78 °C 2: RuCl3*xH2O, NaIO4 / H2O; CCl4; acetonitrile / 5 h / Ambient temperature View Scheme
参考文献
Serino; Stehle; Yong Sun Park; Florio; Beak
Journal of Organic Chemistry, 1999 , vol. 64, # 4 p. 1160 - 1165
反应条件
1: 1) n-BuLi / 1) THF, -78 deg C, 15 min, 2) THF, -78 to -10 deg C 2: 90 percent / t-BuOK / dimethylformamide / 2 h / Ambient temperature 3: 6percent Na-Hg, Na2HPO4 / methanol / 3 h / 0 - 20 °C 4: PPTS, EtOH / 6 h / 50 °C 5: 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
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
