外消旋4-(3’-甲氧基-alpha-氯苄基)-N,N-二乙基苯甲酰胺合成路线 （共 10 条）
反应条件
1: SOCl2 / benzene / 3 h / Heating 2: CHCl3 / 4 h / Ambient temperature 3: 70 percent / NaBH4 / ethanol; H2O / 2 h / Heating 4: 11.16 g / 37percent aq. HCl / CHCl3 / Ambient temperature View Scheme
参考文献
NEUROSCIENZE PHARMANESS S.C. A.R.L.
Patent: US2011/152238 A1, 2011 ;
反应条件
1: 53 percent / KMnO4 / 2-methyl-propan-2-ol; H2O / 7.5 h / Heating 2: SOCl2 / benzene / 3 h / Heating 3: CHCl3 / 4 h / Ambient temperature 4: 70 percent / NaBH4 / ethanol; H2O / 2 h / Heating 5: 11.16 g / 37percent aq. HCl / CHCl3 / Ambient temperature View Scheme
参考文献
NEUROSCIENZE PHARMANESS S.C. A.R.L.
Patent: US2011/152238 A1, 2011 ;
反应条件
1: CHCl3 / 4 h / Ambient temperature 2: 70 percent / NaBH4 / ethanol; H2O / 2 h / Heating 3: 11.16 g / 37percent aq. HCl / CHCl3 / Ambient temperature View Scheme
参考文献
Loriga, Giovanni; Lazzari, Paolo; Ruiu, Stefania; Marchese, Giorgio; Manca, Ilaria; Casu, Gian Luca; Dessi, Christian; Pinna, Gerard Aime; Asproni, Battistina; Murineddu, Gabriele
European Journal of Medicinal Chemistry, 2013 , vol. 69, p. 413 - 426
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: 37 percent / tetrahydrofuran; hexane / 1 h 2.1: SOCl2 / CH2Cl2 / 1 h / 25 °C View Scheme
参考文献
Zhang, Xiaoyan; Rice, Kenner C.; Calderon, Silvia N.; Kayakiri, Hiroshi; Smith, Larren; Coop, Andrew; Jacobson, Arthur E.; Rothman, Richard B.; Davis, Peg; Dersch, Christina M.; Porreca, Frank
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5455 - 5463
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: 37 percent / tetrahydrofuran; hexane / 1 h 2.1: SOCl2 / CH2Cl2 / 1 h / 25 °C View Scheme
参考文献
Plobeck; Delorme; Wei; Yang; Zhou; Schwarz; Gawell; Gagnon; Pelcman; Schmidt; Yue; Walpole; Brown; Labare; Payza; St-Ogne; Kamassah; Morin; Projean; Ducharme; Roberts
Journal of Medicinal Chemistry, 2000 , vol. 43, # 21 p. 3878 - 3894
反应条件
1: 91 percent / tetrahydrofuran / 1 h 2: 100 percent / conc. aq. HCl / CHCl3 View Scheme
参考文献
Zhang, Xiaoyan; Rice, Kenner C.; Calderon, Silvia N.; Kayakiri, Hiroshi; Smith, Larren; Coop, Andrew; Jacobson, Arthur E.; Rothman, Richard B.; Davis, Peg; Dersch, Christina M.; Porreca, Frank
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5455 - 5463
反应条件
1: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; Et3N / CH2Cl2 / 4.5 h / 0 - 20 °C 2: 91 percent / tetrahydrofuran / 1 h 3: 100 percent / conc. aq. HCl / CHCl3 View Scheme
参考文献
Zhang, Xiaoyan; Rice, Kenner C.; Calderon, Silvia N.; Kayakiri, Hiroshi; Smith, Larren; Coop, Andrew; Jacobson, Arthur E.; Rothman, Richard B.; Davis, Peg; Dersch, Christina M.; Porreca, Frank
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5455 - 5463
反应条件
1: 84 percent / AlCl3 / nitromethane / 0.75 h / Ambient temperature 2: 53 percent / KMnO4 / 2-methyl-propan-2-ol; H2O / 7.5 h / Heating 3: SOCl2 / benzene / 3 h / Heating 4: CHCl3 / 4 h / Ambient temperature 5: 70 percent / NaBH4 / ethanol; H2O / 2 h / Heating 6: 11.16 g / 37percent aq. HCl / CHCl3 / Ambient temperature View Scheme
参考文献
Calderon, Silvia N.; Rothman, Richard B.; Porreca, Frank; Flippen-Anderson, Judith L.; McNutt, Robert W.; et al.
Journal of Medicinal Chemistry, 1994 , vol. 37, # 14 p. 2125 - 2128
反应条件
1: 84 percent / AlCl3 / nitromethane / 0.75 h / Ambient temperature 2: 53 percent / KMnO4 / 2-methyl-propan-2-ol; H2O / 7.5 h / Heating 3: SOCl2 / benzene / 3 h / Heating 4: CHCl3 / 4 h / Ambient temperature 5: 70 percent / NaBH4 / ethanol; H2O / 2 h / Heating 6: 11.16 g / 37percent aq. HCl / CHCl3 / Ambient temperature View Scheme
参考文献
Calderon, Silvia N.; Rothman, Richard B.; Porreca, Frank; Flippen-Anderson, Judith L.; McNutt, Robert W.; et al.
Journal of Medicinal Chemistry, 1994 , vol. 37, # 14 p. 2125 - 2128
反应条件
potassium carbonate in acetonitrile
72 h; Heating;
参考文献
Calderon, Silvia N.; Rice, Kenner C.; Rothman, Richard B.; Porreca, Frank; Flippen-Anderson, Judith L.; Kayakiri, Hiroshi; Xu, Heng; Becketts, Karen; Smith, Larren E.; Bilsky, Edward J.; Davis, Peg; Horvath, Robert
Journal of Medicinal Chemistry, 1997 , vol. 40, # 5 p. 695 - 704
