(1R,5S)-3-(三氟甲基磺酰氧基)-8-氮杂双环[3.2.1]-2-辛烯-8-羧酸叔丁酯合成路线 （共 8 条）
反应条件
1: 3-Oxo-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester With potassium hexamethylsilazane in tetrahydrofuran T=-78°C; 2: N,N-bis(trifluoromethanesulfonyl)aniline in tetrahydrofuran T=-78°C;
参考文献
Lu, Zhijian; Tata, James R.; Cheng, Kang; Wei, Liente; Chan, Wanda W.-S.; Butler, Bridget; Schleim, Klaus D.; Jacks, Thomas M.; Hickey, Gerard; Patchett, Arthur A.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 10 p. 1817 - 1820
反应条件
1: 3-Oxo-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester With lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; 1 h; 2: N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamide in tetrahydrofuran T=-78 - 20°C; 3.5 h;
参考文献
Purandare, Ashok Vinayak; Wan, Honghe; Huynh, Tram N.
Patent: US2006/235037 A1, 2006 ;
Location in patent: Page/Page column 59 ;
US 20060235037 A1
反应条件
1: With potassium hexamethylsilazane in toluene T=-78°C; 5.16667 h; 2: With PhN(OTf)2 in tetrahydrofuran; toluene T=-78 - 20°C; 7 h;
参考文献
Liang, Guyan; Choi-Sledeski, Yong Mi; Shum, Patrick; Chen, Xin; Poli, Gregory B.; Kumar, Vasant; Minnich, Anne; Wang, Qingping; Tsay, Joseph; Sides, Keith; Kang, Jiesheng; Zhang, Ying
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 4 p. 1606 - 1610
反应条件
1.1: NaOH / propan-2-ol / 20 °C 2.1: KN(TMS)2 / tetrahydrofuran / -78 °C 2.2: 92 percent / tetrahydrofuran / -78 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 10 p. 1817 - 1820
反应条件
1.1: α-chloroethyl chloroformate / 1,2-dichloro-ethane / Heating 1.2: methanol / Heating 2.1: NaOH / propan-2-ol / 20 °C 3.1: KN(TMS)2 / tetrahydrofuran / -78 °C 3.2: 92 percent / tetrahydrofuran / -78 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 10 p. 1817 - 1820
反应条件
1.1: NaOH / propan-2-ol / 20 °C 2.1: KN(TMS)2 / tetrahydrofuran / -78 °C 2.2: 92 percent / tetrahydrofuran / -78 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 10 p. 1817 - 1820
反应条件
potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct in 1,4-dioxane T=80°C; 16 h; Inert atmosphere;
参考文献
SCHERING CORPORATION; MENG, Zhaoyang; REDDY, Panduranga Adulla, P.; SIDDIQUI, M. Arshad; MANDAL, Amit, K.; LIU, Duan; ZHAO, Lianyun; MCRINER, Andrew
Patent: WO2012/27234 A1, 2012 ;
Location in patent: Page/Page column 41; 42 ;
WO 2012/027234 A1
反应条件
4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate in 1,4-dioxane; water T=150°C; 0.166667 h; Microwave irradiation;
参考文献
SANOFI-AVENTIS
Patent: US2011/294809 A1, 2011 ;
Location in patent: Page/Page column 13 ;
