[2-(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)乙基]氨基甲酸叔丁酯合成路线 （共 11 条）
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C 1.2: 6 h / 0 - 20 °C 2.1: hydrazine / ethanol / 0.33 h / |Reflux 3.1: dichloromethane / 20 °C / |Molecular sieve; |Inert atmosphere 4.1: 2,6-dimethylpyridine; copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 12 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Luescher, Michael U.; Vo, Cam-Van T.; Bode, Jeffrey W.
Organic Letters, 2014 , vol. 16, # 4 p. 1236 - 1239
反应条件
trifluoroacetic acid in dichloromethane T=20°C; 1 h;
参考文献
Guo, Peng; Chen, Qi; Liu, Tian; Xu, Lin; Yang, Qing; Qian, Xuhong
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 6 p. 527 - 531
反应条件
hydrazine hydrate in ethanol
参考文献
Rhone Poulenc Industries
Patent: US4385181 A1, 1983 ;
反应条件
1: N-(2-tert-butoxycarbonylaminoethyl)phthalimide With sodium hydride in tetrahydrofuran T=0°C; 0.5 h; 2: methyl iodide in tetrahydrofuran T=0 - 20°C; 12 h;
参考文献
WO2005/47253 A1, ;
Page/Page column 55-56 ;
WO 2005/047253 A1
反应条件
triethylamine in dichloromethane
T=20°C; 4 h;
参考文献
LG LIFE SCIENCES LTD.; YAMANOUCHI PHARMACEUTICAL CO., LTD.
Patent: WO2005/47253 A1, 2005 ;
Location in patent: Page/Page column 55 ;
WO 2005/047253 A1
反应条件
triphenylphosphine; diethylazodicarboxylate in tetrahydrofuran
T=25°C; 3 h;
参考文献
Burgess, Kevin; Ibarzo, Javier; Linthicum, D. Scott; Russell, David H.; Shin, Hunwoo; Shitangkoon, Aroonsiri; Totani, Reiko; Zhang, Alex J.
Journal of the American Chemical Society, 1997 , vol. 119, # 7 p. 1556 - 1564
反应条件
in N,N-dimethyl-formamide
T=20°C; 24 h;
参考文献
Luescher, Michael U.; Vo, Cam-Van T.; Bode, Jeffrey W.
Organic Letters, 2014 , vol. 16, # 4 p. 1236 - 1239
反应条件
1: 3-(phthalimido)propionic acid With diphenyl phosphoryl azide; triethylamine in benzene
0.666667 h; Heating / reflux;
2: tert-butyl alcohol in benzene
Heating / reflux;
参考文献
Fujisawa Pharmaceutical Co., Ltd.
Patent: US6344462 B1, 2002 ;
Location in patent: Page column 62 ;
US 6344462 B1
反应条件
1: 1.) isobutyl chloroformate, triethylamine, 2.) NaBH4 / 1.) THF, 0 deg C, 2.) water
2: 94 percent / diethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / 3 h / 25 °C
View Scheme
参考文献
Burgess, Kevin; Ibarzo, Javier; Linthicum, D. Scott; Russell, David H.; Shin, Hunwoo; Shitangkoon, Aroonsiri; Totani, Reiko; Zhang, Alex J.
Journal of the American Chemical Society, 1997 , vol. 119, # 7 p. 1556 - 1564
反应条件
1: With triphenylphosphine; diethylazodicarboxylate in tetrahydrofuran
T=20°C; Mitsunobu reaction;
2: With beta-hydroxyethylmercaptan; 1,8-diazabicyclo[5.4.0]undec-7-ene in acetonitrile
T=20°C;
参考文献
Congreve, Miles S.; Kay, Corinne; Scicinski, Jan J.; Ley, Steven V.; Williams, Geoffrey; Murray, Peter J.; McKeown, Stephen C.; Watson, Stephen P.
Tetrahedron Letters, 2003 , vol. 44, # 21 p. 4153 - 4156
