N-乙氧羰基-4-哌啶酮合成路线 （共 74 条）
反应条件
1: 51 percent / Li, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 4 h, 2.) reflux, 13 h 2: 89 percent / LAH / tetrahydrofuran / 2 h / Heating View Scheme
参考文献
Honrubia, Maria Angeles; Jesus, Rodriguez; Dominguez, Rosa; Lozoya, Estrella; Manaut, Francesc; Seijas, Julio A.; Villaverde, Maria Carmen; Calleja, Jose M.; Cadavid, Maria Isabel; Maayani, Saul; Sanz, Ferran; Loza, Maria Isabel
Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 5 p. 842 - 848
反应条件
1: 60 percent / TiCl3 / 1,2-dimethoxy-ethane 2: LiAlH4 / tetrahydrofuran / 2 h / Heating View Scheme
参考文献
Cid; Seijas; Villaverde; Castedo
Tetrahedron, 1988 , vol. 44, # 19 p. 6197 - 6200
反应条件
1: 2-(4-tolylsulfanyl)-phenyl bromide With n-butyllithium in tetrahydrofuran; n-heptane T=0°C; 0.75 h; Inert atmosphere; 2: N-ethoxycarbonyl-4-piperidone in tetrahydrofuran; n-heptane T=-15 - 20°C; Inert atmosphere; 3: With hydrogenchloride in tetrahydrofuran; n-heptane; water
参考文献
WO2009/109541 A1, ;
Page/Page column 16 ;
反应条件
in anhydrous butyl ether 21 h; Ambient temperature;
参考文献
Praliev, K. D.; Belikova, N. A.; Isin, Zh. I.; Sokolov, D. V.
Pharmaceutical Chemistry Journal, 1987 , vol. 21, # 1 p. 60 - 61
Khimiko-Farmatsevticheskii Zhurnal, 1987 , vol. 21, # 1 p. 70 - 71
反应条件
magnesium 1) Et2O, 1 h room temp.; 2) 1 h reflux; Yield given. Multistep reaction;
参考文献
Protiva; Kopicova; Grimova
Collection of Czechoslovak Chemical Communications, 1982 , vol. 47, # 2 p. 636 - 643
反应条件
n-butyllithium 1.) hexane, THF, Et2O, -78 deg C, 1 h, 2.) hexane, THF, Et2O, RT, 6 h; Yield given. Multistep reaction;
参考文献
Kubota, Hirokazu; Kakefuda, Akio; Nagaoka, Hitoshi; Yamamoto, Osamu; Ikeda, Ken; Takeuchi, Makoto; Shibanuma, Tadao; Isomura, Yasuo
Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 2 p. 242 - 254
反应条件
1: 80 percent / N--chlorosuccinimide, NaOc / acetone / 1 h / 0 °C 2: 58 percent / tetrahydrofuran / 1 h / -60 °C 3: 48 percent / dimethylformamide; triethylamine; pyridine / 1 h / 90 °C 4: 77 percent / MeLi / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature View Scheme
参考文献
Wender, Paul A.; White, Alan W.
Tetrahedron, 1983 , vol. 39, # 22 p. 3767 - 3776
反应条件
1: 1) molecular sieves; 2) NaBH4 / 1) benzene, reflux, 20 h; 2) EtOH, room temp., 5 h 2: 92 percent / 6 N aq. HCl / H2O / 16 h / Heating View Scheme
参考文献
Adachi, Makoto; Sasakura, Kazuyuki; Sugasawa, Tsutomu
Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 5 p. 1826 - 1835
反应条件
sodium tetrahydroborate; molecular sieve 1) benzene, reflux, 20 h; 2) EtOH, room temp., 5 h; Yield given. Multistep reaction;
参考文献
Adachi, Makoto; Sasakura, Kazuyuki; Sugasawa, Tsutomu
Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 5 p. 1826 - 1835
反应条件
1: 69 percent / ethanol / 1.75 h / Heating
2: 78 percent / cuprous bromide, sodium carbonate / various solvent(s) / 8 h / 200 °C
3: 41 percent / KOH, water / ethanol / 23 h / Heating
4: NaCO3, KI / dimethylformamide / 4 h / 65 °C
5: NaBH4 / ethanol; tetrahydrofuran / 0.5 h
View Scheme
参考文献
Harbert, Charles A.; Plattner, Jacob J.; Welch, Willard M.; Weissman, Albert; Koe, B. Kenneth
Journal of Medicinal Chemistry, 1980 , vol. 23, # 6 p. 635 - 643
