N-叔丁氧羰基-4-哌啶酮合成路线 （共 500 条）
反应条件
1: in 1,2-dichloro-ethane
0.25 h;
2: With sodium tris(acetoxy)borohydride in 1,2-dichloro-ethane
5.5 h;
3: With hydrogenchloride in methanol; water
T=60°C;
参考文献
GLAXO GROUP LIMITED
Patent: WO2007/12479 A2, 2007 ;
Location in patent: Page/Page column 46-47 ;
WO 2007/012479 A2
反应条件
pyrrolidine in methanol
24 h;
参考文献
PFIZER PRODUCTS INC.
Patent: WO2008/65508 A1, 2008 ;
Location in patent: Page/Page column 21 ;
反应条件
pyrrolidine in ethanol
Reflux;
参考文献
Shinde, Pundlik; Srivastava, Sanjay K.; Odedara, Rajendra; Tuli, Davinder; Munshi, Siralee; Patel, Jitendra; Zambad, Shitalkumar P.; Sonawane, Rajesh; Gupta, Ramesh C.; Chauthaiwale, Vijay; Dutt, Chaitanya
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 3 p. 949 - 953
反应条件
pyrrolidine in methanol
11 h; Reflux;
参考文献
Varasi, Mario; Thaler, Florian; Abate, Agnese; Bigogno, Chiara; Boggio, Roberto; Carenzi, Giacomo; Cataudella, Tiziana; Dal Zuffo, Roberto; Fulco, Maria Carmela; Rozio, Marco Giulio; Mai, Antonello; Dondio, Giulio; Minucci, Saverio; Mercurio, Ciro
Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 3051 - 3064
反应条件
sodium tris(acetoxy)borohydride; acetic acid in 1,2-dichloro-ethane
T=20°C; 24 h;
参考文献
Kawamura, Koji; Miyoshi, Keita; Kobayashi, Emi
Patent: US2012/142932 A1, 2012 ;
Location in patent: Page/Page column 5 ;
反应条件
1: sulfur; triethylamine / 16 h / 20 °C
2: N,N-dimethyl-formamide / 16 h / 100 °C
3: triethylamine; trichlorophosphate / 3 h / 60 °C
View Scheme
参考文献
Hamed, Mostafa M.; Abou El Ella, Dalal A.; Keeton, Adam B.; Piazza, Gary A.; Engel, Matthias; Hartmann, Rolf W.; Abadi, Ashraf H.
MedChemComm, 2013 , vol. 4, # 8 p. 1202 - 1207
反应条件
1: With sodium tris(acetoxy)borohydride; acetic acid in 1,2-dichloro-ethane
T=20°C; 16 h; Inert atmosphere;
2: With water; sodium hydroxide in 1,2-dichloro-ethane
参考文献
Forest Laboratories Holdings Limited
Patent: US2009/239810 A1, 2009 ;
Location in patent: Page/Page column 19 ;
US 20090239810 A1
反应条件
1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere
1.2: 1 h / -78 °C / |Inert atmosphere
2.1: pyridine; trichlorophosphate / 20 °C
3.1: hydrogen / methanol / 20 °C / |Inert atmosphere
View Scheme
参考文献
3-V BIOSCIENCES, INC.; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.
Patent: WO2014/8197 A1, 2014 ;
反应条件
boron trifluoride diethyl etherate in diethyl ether
T=-30 - 20°C;
参考文献
SEPRACOR INC.; BURDI, Douglas; SPEAR, Kerry, L.; HARDY, Larry, Wendell
Patent: WO2010/114971 A1, 2010 ;
Location in patent: Page/Page column 155-156 ;
反应条件
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C
1.2: 3 h / 0 °C
2.1: potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dichloromethane; 1,4-dioxane / 17 h / 80 °C
3.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 18 h / 85 °C
4.1: palladium on activated charcoal; hydrogen / methanol / 18 h / 20 °C
5.1: trifluoroacetic acid / dichloromethane / 5 h / 0 - 20 °C
View Scheme
参考文献
Lee, Ju-Hyeon; Seo, Seon Hee; Lim, Eun Jeong; Cho, Nam-Chul; Nam, Ghilsoo; Kang, Soon Bang; Pae, Ae Nim; Jeong, Nakcheol; Keum, Gyochang
European Journal of Medicinal Chemistry, 2014 , vol. 74, p. 246 - 257
