N-叔丁氧羰基-4-哌啶酮合成路线 （共 500 条）
反应条件
tetrakis(triphenylphosphine) palladium(0); N,N-bis(trifluoromethanesulfonyl)aniline; hydrogen; sodium carbonate; lithium chloride; lithium diisopropyl amide; palladium on activated charcoal
Yield given. Multistep reaction;
参考文献
Elliott; Broughton; Cascieri; Chicchi; Huscroft; Kurtz; MacLeod; Sadowski; Stevenson
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 14 p. 1851 - 1856
反应条件
1.1: Ti(OiPr)4 / CH2Cl2 / 20 h / 20 °C
1.2: 13.4 g / CH2Cl2; toluene / 20 h
2.1: 76 percent / tetrahydrofuran / 48 h / 20 °C
3.1: 100 percent / trifluoroacetic acid / CH2Cl2 / 6 h / 20 °C
View Scheme
参考文献
Tagat, Jayaram R.; McCombie, Stuart W.; Nazareno, Dennis; Labroli, Marc A.; Xiao, Yushi; Steensma, Ruo W.; Strizki, Julie M.; Baroudy, Bahige M.; Cox, Kathleen; Lachowicz, Jean; Varty, Geoffrey; Watkins, Robert
Journal of Medicinal Chemistry, 2004 , vol. 47, # 10 p. 2405 - 2408
反应条件
1: With sodium tris(acetoxy)borohydride in tetrahydrofuran
T=20°C;
2: With methanol in tetrahydrofuran
T=70°C; 1.5 h;
参考文献
sanofi-aventis
Patent: US2008/269170 A1, 2008 ;
Location in patent: Page/Page column 28 ;
反应条件
hydrogen; 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 137-138 ;
WO 2004/052858 A2
反应条件
pyrrolidine in methanol
T=20°C; 24 h;
参考文献
Chaudhari, Sachin S.; Kadam, Ashok B.; Khairatkar-Joshi, Neelima; Mukhopadhyay, Indranil; Karnik, Pallavi V.; Raghuram, Anupindi; Rao, Shobha S.; Vaiyapuri, Thamil Selvan; Wale, Dinesh P.; Bhosale, Vikram M.; Gudi, Girish S.; Sangana, Ramchandra R.; Thomas, Abraham
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 21 p. 6542 - 6553
反应条件
1.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C
1.2: 7 h / -78 °C
2.1: hydrazine / water; ethanol / 2 h / 90 °C / |Reflux
View Scheme
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu
Patent: WO2013/71697 A1, 2013 ;
反应条件
1: With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane
T=-78°C; 1.16667 h;
2: tert-butyl 4-oxo-piperidine-1-carboxylate; alpha-bromoacetonitrile With N,N,N',N',N'',N''-hexamethylphosphoric triamide
T=20°C; 2 h;
参考文献
GLAXO GROUP LIMITED
Patent: WO2004/87145 A2, 2004 ;
Location in patent: Page/Page column 31-32 ;
反应条件
1: tert-butyl 4-oxo-piperidine-1-carboxylate With morpholine; toluene-4-sulfonic acid in toluene
16 h; Dean-StarkRefluxInert atmosphere;
2: benzoyl chloride With triethylamine in dichloromethane
T=0 - 20°C; 4 h;
3: With hydrazine in ethanol
T=20°C; 16 h;
参考文献
Samala, Ganesh; Devi, Parthiban Brindha; Nallangi, Radhika; Yogeeswari, Perumal; Sriram, Dharmarajan
European Journal of Medicinal Chemistry, 2013 , vol. 69, p. 356 - 364
反应条件
sodium cyanoborohydride; Zinc chloride in methanol; chloroform
参考文献
DuPont Pharmaceuticals Company
Patent: US5925635 A1, 1999 ;
US 5925635 A
反应条件
sodium tris(acetoxy)borohydride; acetic acid in dichloromethane
T=20°C;
参考文献
Duan, Maosheng; Peckham, Jennifer; Edelstein, Mark; Ferris, Robert; Kazmierski, Wieslaw M.; Spaltenstein, Andrew; Wheelan, Pat; Xiong, Zhiping
Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 24 p. 7401 - 7404
