N-((1R,3s,5S)-8-苄基-8-氮杂二环[3.2.1]辛烷-3-基)异丁酰胺合成路线 （共 14 条）
反应条件
sodium carbonate in dichloromethane; water T=0 - 20°C; 2.5 h;
参考文献
CONCERT PHARMACEUTICALS INC.
Patent: WO2008/63600 A2, 2008 ;
Location in patent: Page/Page column 11-12; 26-27 ;
WO 2008/063600 A2
反应条件
potassium carbonate in dichloromethane; water T=0 - 20°C; 3 h;
参考文献
Auspex Pharmaceuticals, Inc.
Patent: US2008/146605 A1, 2008 ;
Location in patent: Page/Page column 41 ;
反应条件
1: sodium / toluene; pentan-1-ol / 0.25 h / |Reflux; |Inert atmosphere 2: sodium carbonate / dichloromethane; water / 1 h / 0 - 20 °C / |Inert atmosphere; |Large scale View Scheme
参考文献
Organic Process Research and Development, , vol. 12, # 6 p. 1094 - 1103
反应条件
sodium carbonate in dichloromethane; water T=20°C; Cooling with ice;
参考文献
Zhao, Gui-Ling; Lin, Shuangzheng; Korotvicka, Ales; Deiana, Luca; Kullberg, Martin; Cordova, Armando
Advanced Synthesis and Catalysis, 2010 , vol. 352, # 13 p. 2291 - 2298
反应条件
1: hydrogenchloride / methanol; 1,4-dioxane / 2 h / 20 °C / |Inert atmosphere 2: sodium carbonate / water; dichloromethane / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 5, # 2 p. 133 - 137
反应条件
1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 20 h / |Inert atmosphere; |Reflux 2: sodium; propan-1-ol / toluene / 12 h / |Reflux; |Inert atmosphere 3: tetrahydrofuran / 72 h / 20 °C / |Inert atmosphere 4: hydrogenchloride / methanol; 1,4-dioxane / 2 h / 20 °C / |Inert atmosphere 5: sodium carbonate / water; dichloromethane / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 5, # 2 p. 133 - 137
反应条件
1.1: hydrogenchloride; water / 1 h / Reflux 1.2: 6 h / 0 - 50 °C 1.3: pH 12 2.1: hydroxylamine hydrochloride; pyridine / ethanol / 18 h / Reflux 3.1: sodium; pentan-1-ol / 2 h / Reflux 4.1: sodium carbonate / dichloromethane; water / 2 h / 0 - 20 °C View Scheme
参考文献
US2011/251192 A1, ;
US 20110251192 A1
反应条件
1.1: hydrogenchloride; water / 1 h / Reflux 1.2: 6 h / 0 - 50 °C 1.3: pH 12 2.1: hydroxylamine hydrochloride; pyridine / ethanol / 18 h / Reflux 3.1: sodium; pentan-1-ol / 2 h / Reflux 4.1: sodium carbonate / dichloromethane; water / 2 h / 0 - 20 °C View Scheme
参考文献
US2011/251192 A1, ;
US 20110251192 A1
反应条件
1.1: phosphorus pentachloride / dichloromethane / 2 h / 10 - 20 °C / Cooling with ice 1.2: 10 - 20 °C 1.3: pH 12 / Cooling with ice 2.1: ammonium formate / palladium 10 on activated carbon / ethanol / 12 h / Reflux; Inert atmosphere View Scheme
参考文献
US2011/251192 A1, ;
US 20110251192 A1
反应条件
1: phosphorus pentachloride / dichloromethane / 2 h / 0 - 20 °C / |Inert atmosphere 2: dichloromethane; 1,1-dimethylpropan-1-ol / 0 - 20 °C / |Inert atmosphere 3: acetic acid / ethyl acetate / 0.5 h / 80 °C / |Inert atmosphere 4: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 2585.81 Torr / |Inert atmosphere 5: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
Asano, Shigehiro; Gavrilyuk, Julia; Burton, Dennis R.; Barbas, Carlos F.
ACS Medicinal Chemistry Letters, 2014 , vol. 5, # 2 p. 133 - 137
