3-氟-4-氧代哌啶-1-甲酸叔丁酯合成路线 （共 11 条）
反应条件
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in acetonitrile T=20 - 40°C; 2.16 h;
参考文献
ARRAY BIOPHARMA INC.
Patent: WO2008/124323 A1, 2008 ;
Location in patent: Page/Page column 40 ;
WO 2008/124323 A1
反应条件
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in acetonitrile T=20°C; 1 h;
参考文献
WO2004/5256 A2, ;
Page 28 ;
WO 2004/005256 A2
反应条件
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate)
参考文献
Bioorganic and Medicinal Chemistry, , vol. 11, # 23 p. 5229 - 5223
反应条件
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in acetonitrile
参考文献
WO2004/2490 A2, ;
Page/Page column 27 ;
反应条件
1: With sodium tetrahydroborate in methanol T=0 - 20°C; 4.75 h; 2: With water; ammonium chloride in ethyl acetate
参考文献
WO2008/124323 A1, ;
Page/Page column 58 ;
WO 2008/124323 A1
反应条件
hydrogenchloride in 1,4-dioxane; ethyl acetate T=20°C; 16 h;
参考文献
ARRAY BIOPHARMA INC.
Patent: WO2008/124323 A1, 2008 ;
Location in patent: Page/Page column 40 ;
WO 2008/124323 A1
反应条件
water in tetrahydrofuran T=23°C; 5.5 h; Inert atmosphere;
参考文献
PFIZER INC.; DAROUT, Etzer; GUIMARAES, Cristiano; MASCITTI, Vincent; MCCLURE, Kim F.
Patent: WO2013/11402 A1, 2013 ;
Location in patent: Page/Page column 23; 24 ;
反应条件
1: sodium tetrahydroborate / methanol / 0 - 20 °C
2: Chiralpak AD-H column / ethanol; carbon dioxide / Resolution of racemate
View Scheme
参考文献
PFIZER INC.; MASCITTI, Vincent; MCCLURE, Kim Francis; MUNCHHOF, Michael John; ROBINSON, Ralph Pelton
Patent: WO2011/61679 A1, 2011 ;
WO 2011/061679 A1
反应条件
1: Methyltriphenylphosphonium bromide With n-butyllithium in tetrahydrofuran
T=-78°C; 2 h;
2: 1-Boc-3-fluoropiperidin-4-one in tetrahydrofuran
T=-78 - 20°C; Wittig reaction;
参考文献
Koudih, Radouane; Gilbert, Gwenaelle; Dhilly, Martine; Abbas, Ahmed; Barre, Louisa; Debruyne, Daniele; Sobrio, Franck
European Journal of Medicinal Chemistry, 2012 , vol. 53, p. 408 - 415
反应条件
1: 57 percent / tetrahydrofuran / 1.5 h / 0 °C
2: 89 percent / KH / tetrahydrofuran / 1 h / 0 °C
View Scheme
参考文献
Di Fabio, Romano; Giovannini, Riccardo; Bertani, Barbara; Borriello, Manuela; Bozzoli, Andrea; Donati, Daniele; Falchi, Alessandro; Ghirlanda, Damiano; Leslie, Colin P.; Pecunioso, Angelo; Rumboldt, Giovanna; Spada, Simone
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 6 p. 1749 - 1752
