(R)-(+)-N-Boc-2-哌啶甲酸合成路线 (共 25 条)
反应条件
TEA in methanol a) 50 deg C, 5 min, b) RT, 1 h;
参考文献
Thai, Dung L.; Sapko, Michael T.; Reiter, Clara T.; Bierer, Donald E.; Perel, James M.
Journal of Medicinal Chemistry, 1998 , vol. 41, # 4 p. 591 - 601
反应条件
1: (R)-(+)-2-pipecolic acid With borane-THF in tetrahydrofuran T=20°C; 2: di-tert-butyl dicarbonate in tetrahydrofuran Cooling with ice;
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 52-53 ;
WO 2012/117048 A1
反应条件
triethylamine in 1,4-dioxane; water T=20°C; 24 h;
参考文献
Moldvai, Istvan; Doernyei, Gabor; Temesvari-Major, Eszter; Szantay, Csaba
Organic Preparations and Procedures International, 2007 , vol. 39, # 5 p. 503 - 508
反应条件
1: 1-(tert-butoxy-carbonyl)piperidine With N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium in diethyl ether; cyclohexane T=-78°C; 3 h; Inert atmosphere; 2: With C12H24N2O(2-)*2Li(1+) in diethyl ether; cyclohexane T=-45°C; 3 h; Inert atmosphere; 3: carbon dioxide in diethyl ether; cyclohexane T=-78°C; 2 h; Inert atmosphere; optical yield given as percent eeenantioselective reaction;
参考文献
Beng, Timothy K.; Gawley, Robert E.
Journal of the American Chemical Society, 2010 , vol. 132, # 35 p. 12216 - 12217
反应条件
triethylamine in water; acetone
参考文献
Ho, Bin; Venkatarangan, Prabha M.; Cruse, Sharon F.; Hinko, Christine N.; Andersen, Peter H.; Crider, Albert M.; Adloo, Ahmad A.; Roane, David S.; Stables, James P.
European Journal of Medicinal Chemistry, 1998 , vol. 33, # 1 p. 23 - 31
反应条件
1: NaOH / methanol View Scheme
参考文献
Myers, Andrew G.; Gleason, James L.; Yoon, Taeyoung
Journal of the American Chemical Society, 1995 , vol. 117, # 32 p. 8488 - 8489
反应条件
sodium hypochlorite; sodium chlorite; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical in aq. phosphate buffer; acetonitrile T=20°C; pH=6.8; 24 h; Inert atmosphere;
参考文献
Shibuya, Masatoshi; Doi, Ryusuke; Shibuta, Takuro; Uesugi, Shun-Ichiro; Iwabuchi, Yoshiharu
Organic Letters, 2012 , vol. 14, # 19 p. 5006 - 5009
反应条件
sodium hydrogencarbonate in 1,4-dioxane; water Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Myers, Andrew G.; Gleason, James L.; Yoon, Taeyoung; Kung, Daniel W.
Journal of the American Chemical Society, 1997 , vol. 119, # 4 p. 656 - 673
反应条件
1-methyl-AZADO; sodium hypochlorite; sodium chlorite in aq. phosphate buffer; acetonitrile T=20°C; pH=6.8; 3 h; Inert atmosphere;
参考文献
Shibuya, Masatoshi; Shibuta, Takuro; Fukuda, Hayato; Iwabuchi, Yoshiharu
Organic Letters, 2012 , vol. 14, # 19 p. 5010 - 5013
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