N-叔丁氧羰基-4-哌啶酮合成路线 (共 500 条)
反应条件
1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: tetrahydrofuran / 1 h / -78 °C 2.1: H2 / Pd/C / ethanol 3.1: p-TsOH / toluene / 3 h / Heating View Scheme
参考文献
Cooper, Laura C.; Carlson, Emma J.; Castro, Jose L.; Chicchi, Gary G.; Dinnell, Kevin; Di Salvo, Jerry; Elliott, Jason M.; Hollingworth, Gregory J.; Kurtz, Marc M.; Ridgill, Mark P.; Rycroft, Wayne; Tsao, Kwei-Lan; Swain, Christopher J.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 13 p. 1759 - 1762
反应条件
1: 1.) t-bytyllithium, 2.) t-butoxide / 1.) pentane, THF, a) -70 deg, 0.5 h, b) -20 deg, 2.5 h, 2.) THF, a) from -70 deg to RT, 4 h, b) RT, 16 h 2: 85 percent / trifluoroacetic acid / CH2Cl2 / 1 h / Ambient temperature View Scheme
参考文献
Clark; Caroon; Kluge; Repke; Roszkowski; Strosberg; Baker; Bitter; Okada
Journal of Medicinal Chemistry, 1983 , vol. 26, # 5 p. 657 - 661
反应条件
1: tert-butyl 4-oxo-piperidine-1-carboxylate With potassium hexamethylsilazane in tetrahydrofuran; toluene T=20°C; 2 h; 2: methyl iodide in tetrahydrofuran; toluene T=20°C;
参考文献
WO2008/119718 A1, ;
Page/Page column 47 ;
WO 2008/119718 A1
反应条件
sodium tris(acetoxy)borohydride; trifluoroacetic acid in ethyl acetate T=20°C; 2 h;
参考文献
Leahy, David K.; Desai, Lopa V.; Deshpande, Rajendra P.; Mariadass, Antony V.; Rangaswamy, Sundaramurthy; Rajagopal, Santhosh K.; Madhavan, Lakshmi; Illendula, Shashidhar
Organic Process Research and Development, 2012 , vol. 16, # 2 p. 244 - 249
反应条件
sodium tris(acetoxy)borohydride; acetic acid in 1,2-dichloro-ethane T=20°C; 4 h;
参考文献
Leahy, David K.; Desai, Lopa V.; Deshpande, Rajendra P.; Mariadass, Antony V.; Rangaswamy, Sundaramurthy; Rajagopal, Santhosh K.; Madhavan, Lakshmi; Illendula, Shashidhar
Organic Process Research and Development, 2012 , vol. 16, # 2 p. 244 - 249
反应条件
1.1: sodium tris(acetoxy)borohydride; trifluoroacetic acid / ethyl acetate / 2 h / 20 °C / Large scale reaction 2.1: N-(diphenylmethylene)amine / toluene / 0.5 h / Inert atmosphere 2.2: 20 h / 95 - 100 °C 2.3: 15 h / 55 - 60 °C / Large scale reaction View Scheme
参考文献
Leahy, David K.; Desai, Lopa V.; Deshpande, Rajendra P.; Mariadass, Antony V.; Rangaswamy, Sundaramurthy; Rajagopal, Santhosh K.; Madhavan, Lakshmi; Illendula, Shashidhar
Organic Process Research and Development, 2012 , vol. 16, # 2 p. 244 - 249
反应条件
toluene-4-sulfonic acid in toluene 20 h; Heating;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: WO2009/56556 A1, 2009 ;
Location in patent: Page/Page column 43 ;
WO 2009/056556 A1
反应条件
palladium 10 on activated carbon in ethanol P=3102.97 Torr; 3 h;
参考文献
ELI LILLY AND COMPANY
Patent: WO2004/52858 A2, 2004 ;
Location in patent: Page 155 ;
WO 2004/052858 A2
反应条件
in methanol; water T=20°C; 72.0833 h;
参考文献
EISAI R and D MANAGEMENT CO., LTD.
Patent: WO2009/64274 A1, 2009 ;
Location in patent: Page/Page column 15 ;
WO 2009/064274 A1
反应条件
in methanol; water T=20°C; 72 h; Sealed flask;
参考文献
EISAI E and D MANAGEMENT CO., LTD.
Patent: WO2009/70305 A1, 2009 ;
Location in patent: Page/Page column 38-39 ;