(S)-(+)-布洛芬合成路线 (共 120 条)
反应条件
1: 100 percent / trifluoromethanesulfonic acid, IPy2BF4 / CH2Cl2 / 0.5 h / Ambient temperature 2: 84 percent / i-Pr2NEt, Pd(OAc)2, Ph3P / dimethylformamide / 14 h / 80 °C 3: 1.) O3, 2.) NaBH4 / 1.) CH2Cl2, -78 deg C, 2.) MeOH, RT, 12 h 4: 76 percent / lipase / diethyl ether / 6 h / Ambient temperature 5: 74 percent / Et3N, 4-DMAP / CH2Cl2 / 3 h / Ambient temperature 6: 35 percent / NaBH4 / dimethylsulfoxide / 12 h / 60 °C 7: 54 percent / CrO3, H2SO4 / acetone / 0.5 h / 0 °C View Scheme
参考文献
Piccolo, Oreste; Spreafico, Franca; Visentin, Giuseppina; Valoti, Ermanno
Journal of Organic Chemistry, 1987 , vol. 52, # 1 p. 10 - 14
反应条件
1: 55 percent / AcONH4 / acetic acid 2: 3,3'-All2-2,2'-O2P-N[(S)-CH(Ph)Et]2-1,1'-Ph2 / copper thiophenecarboxylate / diethyl ether; toluene / 16 h / -35 °C 3: 80 percent / NaNO2; AcOH / dimethylsulfoxide / 24 h / 35 °C View Scheme
参考文献
Falk, Anna; Goederz, Anna-Lena; Schmalz, Hans-Guenther
Angewandte Chemie - International Edition, 2013 , vol. 52, # 5 p. 1576 - 1580
Angew. Chem., 2013 , vol. 125, # 5 p. 1617 - 1621,5
反应条件
Tris-HCl buffer T=30°C; 96 h; semipurified lipase of Candida cylindraceae in Tris-HCl buffer;
参考文献
Hernaiz, Maria J.; Sanchez-Montero, Jose M.; Sinisterra, Jose V.
Tetrahedron, 1994 , vol. 50, # 36 p. 10749 - 10760
反应条件
lithium hydroxide; water; dihydrogen peroxide in tetrahydrofuran
参考文献
Coulbeck, Elliot; Eames, Jason
Tetrahedron Asymmetry, 2009 , vol. 20, # 5 p. 635 - 640
反应条件
hydrogenchloride; acetic acid T=85°C;
参考文献
Larsen; Corley; Davis; Reider; Grabowski
Journal of the American Chemical Society, 1989 , vol. 111, # 19 p. 7650 - 7651
反应条件
hydrogenchloride; acetic acid T=85°C;
参考文献
Larsen; Corley; Davis; Reider; Grabowski
Journal of the American Chemical Society, 1989 , vol. 111, # 19 p. 7650 - 7651
反应条件
hydrogenchloride; acetic acid T=85°C;
参考文献
Larsen; Corley; Davis; Reider; Grabowski
Journal of the American Chemical Society, 1989 , vol. 111, # 19 p. 7650 - 7651
反应条件
hydrogenchloride; acetic acid T=85°C;
参考文献
Larsen; Corley; Davis; Reider; Grabowski
Journal of the American Chemical Society, 1989 , vol. 111, # 19 p. 7650 - 7651
反应条件
hydrogenchloride; acetic acid T=85°C;
参考文献
Larsen; Corley; Davis; Reider; Grabowski
Journal of the American Chemical Society, 1989 , vol. 111, # 19 p. 7650 - 7651
反应条件
hydrogenchloride; acetic acid T=85°C; Yield given. Yields of byproduct given;
参考文献
Larsen; Corley; Davis; Reider; Grabowski
Journal of the American Chemical Society, 1989 , vol. 111, # 19 p. 7650 - 7651