1-叔丁氧羰基-4-(4'-氰基)哌啶合成路线 （共 8 条）
反应条件
1: 4-Iodo-piperidine-1-carboxylic acid,tert-butyl ester With chloro-trimethyl-silane; zinc in N,N-dimethyl acetamide; ethylene dibromide T=40 - 65°C; 0.666667 h; Inert atmosphere; 2: para-bromobenzonitrile With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide in N,N-dimethyl acetamide; ethylene dibromide T=85°C; 4 h; Inert atmosphere;
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 ;
Location in patent: Page/Page column 59; 60 ;
反应条件
1-methyl-1H-imidazole; C42H44Cl3N3Pd in tetrahydrofuran; 1,4-dioxane T=0 - 20°C; Negishi Coupling; 0.5 h; Schlenk techniqueInert atmosphere;
参考文献
Liu, Zelong; Dong, Ningning; Xu, Mizhi; Sun, Zheming; Tu, Tao
Journal of Organic Chemistry, 2013 , vol. 78, # 15 p. 7436 - 7444
反应条件
palladium 10 on activated carbon; hydrogen in ethyl acetate T=20°C;
参考文献
Oslob, Johan D.; Johnson, Russell J.; Cai, Haiying; Feng, Shirley Q.; Hu, Lily; Kosaka, Yuko; Lai, Julie; Sivaraja, Mohanram; Tep, Samnang; Yang, Hanbiao; Zaharia, Cristiana A.; Evanchik, Marc J.; McDowell, Robert S.
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 1 p. 113 - 117
反应条件
1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -78 °C / |Inert atmosphere 1.2: 0.5 h / -78 °C / |Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 80 °C / |Inert atmosphere 3.1: trichlorophosphate / pyridine / 20 °C / |Inert atmosphere 4.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 20 °C View Scheme
参考文献
Oslob, Johan D.; Johnson, Russell J.; Cai, Haiying; Feng, Shirley Q.; Hu, Lily; Kosaka, Yuko; Lai, Julie; Sivaraja, Mohanram; Tep, Samnang; Yang, Hanbiao; Zaharia, Cristiana A.; Evanchik, Marc J.; McDowell, Robert S.
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 1 p. 113 - 117
反应条件
1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -78 °C / |Inert atmosphere 1.2: 0.5 h / -78 °C / |Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 80 °C / |Inert atmosphere 3.1: trichlorophosphate / pyridine / 20 °C / |Inert atmosphere 4.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 20 °C View Scheme
参考文献
Oslob, Johan D.; Johnson, Russell J.; Cai, Haiying; Feng, Shirley Q.; Hu, Lily; Kosaka, Yuko; Lai, Julie; Sivaraja, Mohanram; Tep, Samnang; Yang, Hanbiao; Zaharia, Cristiana A.; Evanchik, Marc J.; McDowell, Robert S.
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 1 p. 113 - 117
反应条件
1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 80 °C / |Inert atmosphere 2: trichlorophosphate / pyridine / 20 °C / |Inert atmosphere 3: palladium 10 on activated carbon; hydrogen / ethyl acetate / 20 °C View Scheme
参考文献
Oslob, Johan D.; Johnson, Russell J.; Cai, Haiying; Feng, Shirley Q.; Hu, Lily; Kosaka, Yuko; Lai, Julie; Sivaraja, Mohanram; Tep, Samnang; Yang, Hanbiao; Zaharia, Cristiana A.; Evanchik, Marc J.; McDowell, Robert S.
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 1 p. 113 - 117
反应条件
1: trichlorophosphate / pyridine / 20 °C / |Inert atmosphere 2: palladium 10 on activated carbon; hydrogen / ethyl acetate / 20 °C View Scheme
参考文献
Oslob, Johan D.; Johnson, Russell J.; Cai, Haiying; Feng, Shirley Q.; Hu, Lily; Kosaka, Yuko; Lai, Julie; Sivaraja, Mohanram; Tep, Samnang; Yang, Hanbiao; Zaharia, Cristiana A.; Evanchik, Marc J.; McDowell, Robert S.
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 1 p. 113 - 117
反应条件
hydrogenchloride in ethyl acetate T=20°C; 1 h;
参考文献
Oslob, Johan D.; Johnson, Russell J.; Cai, Haiying; Feng, Shirley Q.; Hu, Lily; Kosaka, Yuko; Lai, Julie; Sivaraja, Mohanram; Tep, Samnang; Yang, Hanbiao; Zaharia, Cristiana A.; Evanchik, Marc J.; McDowell, Robert S.
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 1 p. 113 - 117
