(2S,4R)-4-叠氮基-1,2-吡咯烷二甲酸1-(1,1-二甲基乙基)2-甲酯合成路线 (共 18 条)
反应条件
1: With methanesulfonic acid; triethylamine; triphenylphosphine; di-isopropyl azodicarboxylate in toluene T=70°C; 3 h; 2: With sodium azide in N,N-dimethyl-formamide T=80°C;
参考文献
Kuemin, Michael; Sonntag, Louis-Sebastian; Wennemers, Helma
Journal of the American Chemical Society, 2007 , vol. 129, # 3 p. 466 - 467
反应条件
sodium azide in N,N-dimethyl-formamide T=65°C;
参考文献
Han, Bo; Knust, Henner; Nettekoven, Matthias; Ratni, Hasane; Wu, Xihan
Patent: US2008/306086 A1, 2008 ;
Location in patent: Page/Page column 11-12; 28 ;
US 20080306086 A1
反应条件
sodium azide in dimethyl sulfoxide T=90°C;
参考文献
Marusawa, Hiroshi; Setoi, Hiroyuki; Sawada, Akihiko; Kuroda, Akio; Seki, Jiro; Motoyama, Yukio; Tanaka, Hirokazu
Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 5 p. 1399 - 1415
反应条件
sodium azide in N,N-dimethyl-formamide T=80°C; 3 h; Inert atmosphere;
参考文献
Lin, Chun-Yu; Yang, Ya-Ting; Ong, Chi Wi
Journal of the Chinese Chemical Society, 2012 , vol. 59, # 3 p. 436 - 442
反应条件
1: 97 percent / triphenylphosphine; DIAD / tetrahydrofuran / 20 h / 20 °C 2: 98 percent / sodium azide / 5 h / 40 °C 3: 94 percent / triphenylphosphine; diethyl azodicarboxylate; diphenylphosphoryl azide / tetrahydrofuran / 21 h / 20 °C View Scheme
参考文献
Torino, Domenica; Mollica, Adriano; Pinnen, Francesco; Feliciani, Federica; Spisani, Susanna; Lucente, Gino
Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 1 p. 251 - 259
反应条件
triethylamine in dichloromethane; water; N,N-dimethyl-formamide
参考文献
WELFIDE CORPORATION
Patent: EP1308439 A1, 2003 ;
反应条件
1: 98 percent / sodium azide / 5 h / 40 °C 2: 94 percent / triphenylphosphine; diethyl azodicarboxylate; diphenylphosphoryl azide / tetrahydrofuran / 21 h / 20 °C View Scheme
参考文献
Le Quement, Sebastian T.; Ishoey, Mette; Petersen, Mette T.; Thastrup, Jacob; Hagel, Grith; Nielsen, Thomas E.
ACS Combinatorial Science, 2011 , vol. 13, # 6 p. 667 - 675
反应条件
sodium azide in N,N-dimethyl-formamide T=50°C; 5 h;
参考文献
Gangamani, Bargur P.; Kumar, Vaijayanti A.; Ganesh, Krishna N.
Tetrahedron, 1996 , vol. 52, # 47 p. 15017 - 15030
反应条件
1: thionyl chloride / 6 h / Heating 2: 53.4 g / triethylamine / CH2Cl2 / 4 h / 0 - 5 °C 3: 56.2 g / triethylamine / CH2Cl2 / 3 h / 0 - 5 °C 4: 88.7 percent / dimethylsulfoxide / 90 °C 5: 98.4 percent / potassium carbonate / methanol / 1 h / 20 °C 6: 100 percent / triethylamine / CH2Cl2 / 4 h / 0 - 5 °C 7: 90.8 percent / sodium azide / dimethylsulfoxide / 90 °C View Scheme
参考文献
Lin, Chun-Yu; Yang, Ya-Ting; Ong, Chi Wi
Journal of the Chinese Chemical Society, 2012 , vol. 59, # 3 p. 436 - 442
反应条件
1: 53.4 g / triethylamine / CH2Cl2 / 4 h / 0 - 5 °C 2: 56.2 g / triethylamine / CH2Cl2 / 3 h / 0 - 5 °C 3: 88.7 percent / dimethylsulfoxide / 90 °C 4: 98.4 percent / potassium carbonate / methanol / 1 h / 20 °C 5: 100 percent / triethylamine / CH2Cl2 / 4 h / 0 - 5 °C 6: 90.8 percent / sodium azide / dimethylsulfoxide / 90 °C View Scheme
参考文献
Marusawa, Hiroshi; Setoi, Hiroyuki; Sawada, Akihiko; Kuroda, Akio; Seki, Jiro; Motoyama, Yukio; Tanaka, Hirokazu
Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 5 p. 1399 - 1415