(2R,3s)-3-氨基-2-羟基-3-苯基丙酸乙酯合成路线 (共 25 条)
反应条件
1.1: triethylamine / N,N-dimethyl-formamide / 20 h / 20 °C 2.1: titanium tetrachloride; triethylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere 2.2: 20 - 40 °C / Inert atmosphere 3.1: N-((4S,5S)-4-(4-nitrophenyl)-1,3-dioxan-5-yl)picolinamide; trichlorosilane / 1,2-dichloro-ethane / 40 h / -10 °C 4.1: ethanol; potassium carbonate / 20 °C 5.1: ammonium cerium (IV) nitrate; water / acetonitrile / 0 - 20 °C View Scheme
参考文献
Jiang, Yan; Chen, Xing; Zheng, Yongsheng; Xue, Zhouyang; Shu, Chang; Yuan, Weicheng; Zhang, Xiaomei
Angewandte Chemie - International Edition, 2011 , vol. 50, # 32 p. 7304 - 7307
反应条件
1.1: sulfuryl dichloride / dichloromethane / 0 °C 2.1: triethylamine / N,N-dimethyl-formamide / 20 h / 20 °C 3.1: titanium tetrachloride; triethylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere 3.2: 20 - 40 °C / Inert atmosphere 4.1: N-((4S,5S)-4-(4-nitrophenyl)-1,3-dioxan-5-yl)picolinamide; trichlorosilane / 1,2-dichloro-ethane / 40 h / -10 °C 5.1: ethanol; potassium carbonate / 20 °C 6.1: ammonium cerium (IV) nitrate; water / acetonitrile / 0 - 20 °C View Scheme
参考文献
Jiang, Yan; Chen, Xing; Zheng, Yongsheng; Xue, Zhouyang; Shu, Chang; Yuan, Weicheng; Zhang, Xiaomei
Angewandte Chemie - International Edition, 2011 , vol. 50, # 32 p. 7304 - 7307
反应条件
1.1: sodium hydride / toluene / Reflux 2.1: sulfuryl dichloride / dichloromethane / 0 °C 3.1: triethylamine / N,N-dimethyl-formamide / 20 h / 20 °C 4.1: titanium tetrachloride; triethylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere 4.2: 20 - 40 °C / Inert atmosphere 5.1: N-((4S,5S)-4-(4-nitrophenyl)-1,3-dioxan-5-yl)picolinamide; trichlorosilane / 1,2-dichloro-ethane / 40 h / -10 °C 6.1: ethanol; potassium carbonate / 20 °C 7.1: ammonium cerium (IV) nitrate; water / acetonitrile / 0 - 20 °C View Scheme
参考文献
Jiang, Yan; Chen, Xing; Zheng, Yongsheng; Xue, Zhouyang; Shu, Chang; Yuan, Weicheng; Zhang, Xiaomei
Angewandte Chemie - International Edition, 2011 , vol. 50, # 32 p. 7304 - 7307
反应条件
1.1: titanium tetrachloride; triethylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere 1.2: 20 - 40 °C / Inert atmosphere 2.1: N-((4S,5S)-4-(4-nitrophenyl)-1,3-dioxan-5-yl)picolinamide; trichlorosilane / 1,2-dichloro-ethane / 40 h / -10 °C 3.1: ethanol; potassium carbonate / 20 °C 4.1: ammonium cerium (IV) nitrate; water / acetonitrile / 0 - 20 °C View Scheme
参考文献
Jiang, Yan; Chen, Xing; Zheng, Yongsheng; Xue, Zhouyang; Shu, Chang; Yuan, Weicheng; Zhang, Xiaomei
Angewandte Chemie - International Edition, 2011 , vol. 50, # 32 p. 7304 - 7307
反应条件
sodium hydrogencarbonate in dichloromethane T=20°C;
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 2: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 3: 100 percent / LiOH, H2O / ethanol / 20 °C 4: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 2: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 2: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 3: 100 percent / LiOH, H2O / ethanol / 20 °C 4: 99 percent / DCC, DMAP / toluene / 2 h / 80 °C 5: 80 percent / HCOOH / 4 h / 20 °C 6: 87 percent / NaHCO3 / ethyl acetate; H2O 7: 89 percent / Zn, HOAc / methanol / 1 h / 60 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 76 percent / NaHCO3 / CH2Cl2 / 20 °C 2: 99 percent / pyridinium paratoluenesulfonate (PTSP) / toluene / 80 °C 3: 100 percent / LiOH, H2O / ethanol / 20 °C 4: 98 percent / DCC, DMAP / toluene / 2 h / 80 °C 5: 78 percent / HCOOH / 4 h / 20 °C 6: 87 percent / NaHCO3 / tetrahydrofuran / 20 °C View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
反应条件
1: 10.5 mg / NaHCO3 / ethyl acetate / 0.25 h / 0 °C 2: 89 percent / LiOH*H2O / tetrahydrofuran; methanol; H2O / 1 h / 20 °C View Scheme
参考文献
Torssell, Staffan; Kienle, Marcel; Somfai, Peter
Angewandte Chemie - International Edition, 2005 , vol. 44, # 20 p. 3096 - 3099