N-乙氧羰基-4-哌啶酮合成路线 (共 74 条)
反应条件
trichlorophosphate
Vilsmeier reaction;
参考文献
Kikuchi, Chika; Hiranuma, Toyokazu; Koyama, Masao
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 18 p. 2549 - 2552
反应条件
1: trifluoroacetic acid; sodium triacetoxyborohydride / isopropyl acetate / 0.17 h
2: tetrahydrofuran; isopropyl acetate / 0.5 h / cooling
3: water / tetrahydrofuran; isopropyl acetate / 0.67 h / -10 - 20 °C
4: 89 percent / NaHCO3; H2O / Pd(OAc)2; X-Phos / propan-2-ol / 24 h / 83 °C
View Scheme
参考文献
McLaughlin, Mark; Palucki, Michael; Davies, Ian W.
Organic Letters, 2006 , vol. 8, # 15 p. 3311 - 3314
反应条件
boron trifluoride diethyl etherate in diethyl ether
T=-30 - -25°C; 1.33333 h; Cooling with iso-propanol-dry ice;
参考文献
SCHERING CORPORATION
Patent: WO2008/130581 A1, 2008 ;
Location in patent: Page/Page column 190-191 ;
WO 2008/130581 A1
反应条件
1: 88.8 percent / BF3*Et2O / diethyl ether / -30 - 20 °C
2: 84 percent / aq. KOH / ethanol / 24 h / 20 °C
View Scheme
参考文献
De Ruiter; Andurkar; Riley; Walters; Noggle Jr.
Journal of Heterocyclic Chemistry, 1992 , vol. 29, # 4 p. 779 - 786
反应条件
1: 72 percent / ethanol / 1.75 h / Heating
2: 62 percent / cuprous bromide, sodium carbonate / various solvent(s) / 8 h / 200 °C
3: AlH3 / diethyl ether; tetrahydrofuran / 0.5 h / 5 - 15 °C
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
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
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
反应条件
1: 93 percent / Li, TiCl3 / 1,2-dimethoxy-ethane / 1.) RT, 4 h, 2.) reflux, 13 h
2: 93 percent / LAH / 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: KOH / methanol / 15 h / 60 °C
2: H2 / PtO2 / methanol / 1 h / 1551.44 Torr
View Scheme
参考文献
Fonquerna, Silvia; Miralpeix, Montse; Pages, Lluis; Puig, Carles; Cardus, Arantxa; Anton, Francisca; Vilella, Dolors; Aparici, Monica; Prieto, Jose; Warrellow, Graham; Beleta, Jorge; Ryder, Hamish
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 4 p. 1165 - 1167
反应条件
1: ethanol / 3 h / Heating
2: NaH / dimethylformamide / 0.25 h / 20 °C
3: KOH / aq. ethanol; H2O / 22 h / Heating
View Scheme
参考文献
Khorana, Nantaka; Purohit, Anil; Herrick-Davis, Katherine; Teitler, Milt; Glennon, Richard A.
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 5 p. 717 - 722
反应条件
magnesium
1) THF, reflux, 1 h 2) THF, reflux 2 h,; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Sindelar; Holubek; Schlanger; et al.
Collection of Czechoslovak Chemical Communications, 1985 , vol. 50, # 2 p. 503 - 509