(S)-(+)-布洛芬合成路线 （共 120 条）
反应条件
Trichosporon beigelli esterase in phosphate buffer T=29°C; pH=8.0; 96 h;
参考文献
Koul, Surrinder; Koul, Jawahir Lal; Singh, Budh; Kapoor, Munish; Parshad, Rajinder; Manhas, Kuldeep S.; Taneja, Subhash C.; Qazi, Ghulam N.
Tetrahedron Asymmetry, 2005 , vol. 16, # 15 p. 2575 - 2591
反应条件
1.1: LDA / tetrahydrofuran / 0.05 h / -90 °C 1.2: 73 percent / tetrahydrofuran / -90 - 20 °C 2.1: (R)-1,1'-bi-2-naphthol; SnCl4 / toluene / -90 - 20 °C 2.2: LiOH; aq. H2O2 / ethanol / 0.5 h / 50 - 55 °C View Scheme
参考文献
Clericuzio, Marco; Degani, Iacopo; Dughera, Stefano; Fochi, Rita
Tetrahedron Asymmetry, 2003 , vol. 14, # 1 p. 119 - 125
反应条件
1: 84 percent / i-Pr2NEt, Pd(OAc)2, Ph3P / dimethylformamide / 14 h / 80 °C 2: 1.) O3, 2.) NaBH4 / 1.) CH2Cl2, -78 deg C, 2.) MeOH, RT, 12 h 3: 76 percent / lipase / diethyl ether / 6 h / Ambient temperature 4: 74 percent / Et3N, 4-DMAP / CH2Cl2 / 3 h / Ambient temperature 5: 35 percent / NaBH4 / dimethylsulfoxide / 12 h / 60 °C 6: 54 percent / CrO3, H2SO4 / acetone / 0.5 h / 0 °C View Scheme
参考文献
Bando, Toshikazu; Namba, Yukiko; Shishido, Kozo
Tetrahedron Asymmetry, 1997 , vol. 8, # 13 p. 2159 - 2165
反应条件
1: 76 percent / lipase / diethyl ether / 6 h / Ambient temperature 2: 74 percent / Et3N, 4-DMAP / CH2Cl2 / 3 h / Ambient temperature 3: 35 percent / NaBH4 / dimethylsulfoxide / 12 h / 60 °C 4: 54 percent / CrO3, H2SO4 / acetone / 0.5 h / 0 °C View Scheme
参考文献
Bando, Toshikazu; Namba, Yukiko; Shishido, Kozo
Tetrahedron Asymmetry, 1997 , vol. 8, # 13 p. 2159 - 2165
反应条件
1: 74 percent / Et3N, 4-DMAP / CH2Cl2 / 3 h / Ambient temperature 2: 35 percent / NaBH4 / dimethylsulfoxide / 12 h / 60 °C 3: 54 percent / CrO3, H2SO4 / acetone / 0.5 h / 0 °C View Scheme
参考文献
Bando, Toshikazu; Namba, Yukiko; Shishido, Kozo
Tetrahedron Asymmetry, 1997 , vol. 8, # 13 p. 2159 - 2165
反应条件
1: 1.) O3, 2.) NaBH4 / 1.) CH2Cl2, -78 deg C, 2.) MeOH, RT, 12 h 2: 76 percent / lipase / diethyl ether / 6 h / Ambient temperature 3: 74 percent / Et3N, 4-DMAP / CH2Cl2 / 3 h / Ambient temperature 4: 35 percent / NaBH4 / dimethylsulfoxide / 12 h / 60 °C 5: 54 percent / CrO3, H2SO4 / acetone / 0.5 h / 0 °C View Scheme
参考文献
Bando, Toshikazu; Namba, Yukiko; Shishido, Kozo
Tetrahedron Asymmetry, 1997 , vol. 8, # 13 p. 2159 - 2165
反应条件
1: 35 percent / NaBH4 / dimethylsulfoxide / 12 h / 60 °C 2: 54 percent / CrO3, H2SO4 / acetone / 0.5 h / 0 °C View Scheme
参考文献
Bando, Toshikazu; Namba, Yukiko; Shishido, Kozo
Tetrahedron Asymmetry, 1997 , vol. 8, # 13 p. 2159 - 2165
反应条件
Candida rugosa lipase in 2,2,4-trimethylpentane T=35°C; 48 h; Title compound not separated from byproducts;
参考文献
Contesini, Fabiano Jares; de Oliveira Carvalho, Patricia
Tetrahedron Asymmetry, 2006 , vol. 17, # 14 p. 2069 - 2073
反应条件
1.1: LDA / tetrahydrofuran / 0.05 h / -90 °C 1.2: 98 percent / HMPA / tetrahydrofuran / 1 h / -90 - 20 °C 2.1: (R)-1,1'-bi-2-naphthol; SnCl4 / toluene / -90 - 20 °C 2.2: LiOH; aq. H2O2 / ethanol / 0.5 h / 50 - 55 °C View Scheme
参考文献
Clericuzio, Marco; Degani, Iacopo; Dughera, Stefano; Fochi, Rita
Tetrahedron Asymmetry, 2003 , vol. 14, # 1 p. 119 - 125
反应条件
1: triethylamine; DMAP / CH2Cl2 / 1 h / 20 °C 2: pig pancreatic lipase; phosphate buffer / acetone / pH 8.0 3: pyridinium dichromate / dimethylformamide / 72 h View Scheme
参考文献
Basak, Amit; Nag, Ahindra; Bhattacharya, Gautam; Mandal, Subrata; Nag, Sikha
Tetrahedron Asymmetry, 2000 , vol. 11, # 11 p. 2403 - 2407
