(S)-(+)-5-羟甲基-2-吡咯烷酮对甲苯磺酸酯合成路线 (共 10 条)
反应条件
4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane T=20°C; 20 h;
参考文献
Hjelmgaard, Thomas; Sotofte, Inger; Tanner, David
Journal of Organic Chemistry, 2005 , vol. 70, # 14 p. 5688 - 5697
反应条件
sodium borohydride in dichloromethane; water; acetone
参考文献
Merrell Dow Pharmaceuticals Inc.
Patent: US4621145 A1, 1986 ;
反应条件
1: SOCl2 / 2.5 h / -15 - 20 °C 2: 11.5 g / NaBH4 / ethanol / 18 h / 0 - 20 °C 3: Et3N; DMAP / CH2Cl2 / 17 h / 20 °C View Scheme
参考文献
Aupoix, Audrey; Bournaud, Chloee; Vo-Thanh, Giang
European Journal of Organic Chemistry, 2011 , # 15 p. 2772 - 2776
反应条件
1: 11.5 g / NaBH4 / ethanol / 18 h / 0 - 20 °C 2: Et3N; DMAP / CH2Cl2 / 17 h / 20 °C View Scheme
参考文献
Kawasoko, Cristiane Y.; Foletto, Patricia; Rodrigues, Oscar E. D.; Dornelles, Luciano; Schwab, Ricardo S.; Braga, Antonio L.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 31 p. 5173 - 5183
反应条件
1: NaBH4 / H2O / 1.5 h / Ambient temperature 2: KOH, Bu4NHSO4 / CHCl3 / 48 h / Irradiation View Scheme
参考文献
Williams, Glynn D.; Wade, Charles E.; Clarkson, Guy J.; Wills, Martin
Tetrahedron Asymmetry, 2007 , vol. 18, # 5 p. 664 - 670
反应条件
1: 82 percent / SOCl2 / 1.) room temp., 30 min, 2.) reflux, 90 min; 130 deg C 2: NaBH4 / H2O / 1.5 h / Ambient temperature 3: KOH, Bu4NHSO4 / CHCl3 / 48 h / Irradiation View Scheme
参考文献
Kawasoko, Cristiane Y.; Foletto, Patricia; Rodrigues, Oscar E. D.; Dornelles, Luciano; Schwab, Ricardo S.; Braga, Antonio L.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 31 p. 5173 - 5183
反应条件
sodium hydroxide; sodium tetrahydroborate; tetra(n-butyl)ammonium hydrogensulfate 1.) H2O, room temperature, 2 h, 2.) H2O, CH2Cl2, 20 deg C, 6 h, ultrasonic bath; Yield given. Multistep reaction;
参考文献
Chen, Ping; Suh, Dong-Jin; Smith, Michael B.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995 , # 10 p. 1317 - 1322
反应条件
sodium azide in N,N-dimethyl-formamide T=55°C; 9 h; Inert atmosphere;
参考文献
Ghosh, Arun K.; Leshchenko-Yashchuk, Sofiya; Anderson, David D.; Baldridge, Abigail; Noetzel, Marcus; Miller, Heather B.; Tie, Yunfeng; Wang, Yuan-Fang; Koh, Yasuhiro; Weber, Irene T.; Mitsuya, Hiroaki
Journal of Medicinal Chemistry, 2009 , vol. 52, # 13 p. 3902 - 3914
反应条件
1: 75 percent / tributyltin hydride; NaI; AIBN / 1,2-dimethoxy-ethane / 12 h / Heating 2: 61 percent / TMSCl / 2 h / 50 °C View Scheme
参考文献
Smith, Michael B.; Dembofsky, Bruce T.; Son, Young Chan
Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1719 - 1725
反应条件
1.1: 3.66 g / NaI / acetonitrile / 4 h / Heating
2.1: Zn / N,N-dimethyl-acetamide / 0 °C
2.2: H2O / N,N-dimethyl-acetamide
View Scheme
参考文献
Hjelmgaard, Thomas; Tanner, David
Organic and Biomolecular Chemistry, 2006 , vol. 4, # 9 p. 1796 - 1805