(3R)-3-氨基-3-苯基丙酸叔丁酯合成路线 (共 25 条)
反应条件
trifluoroacetic acid in dichloromethane T=20°C; 15 h;
参考文献
Davies, Stephen G.; Mulvaney, Andrew W.; Russell, Angela J.; Smith, Andrew D.
Tetrahedron Asymmetry, 2007 , vol. 18, # 13 p. 1554 - 1566
反应条件
trifluoroacetic acid in dichloromethane T=20°C; 15 h;
参考文献
Davies, Stephen G.; Mulvaney, Andrew W.; Russell, Angela J.; Smith, Andrew D.
Tetrahedron Asymmetry, 2007 , vol. 18, # 13 p. 1554 - 1566
反应条件
trifluoroacetic acid in dichloromethane T=20°C; 15 h;
参考文献
Davies, Stephen G.; Mulvaney, Andrew W.; Russell, Angela J.; Smith, Andrew D.
Tetrahedron Asymmetry, 2007 , vol. 18, # 13 p. 1554 - 1566
反应条件
hydrogen; acetic acid; palladium dihydroxide in methanol; water
T=20°C; P=760.051 Torr; 24 h;
参考文献
Davies, Stephen G.; Mulvaney, Andrew W.; Russell, Angela J.; Smith, Andrew D.
Tetrahedron Asymmetry, 2007 , vol. 18, # 13 p. 1554 - 1566
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
1.2: 96 percent / tetrahydrofuran; hexane / 3 h / -78 °C
2.1: 89 percent / H2; acetic acid / Pd(OH)2/C / methanol; H2O / 24 h / 20 °C / 760.05 Torr
View Scheme
参考文献
Davies, Stephen G.; Mulvaney, Andrew W.; Russell, Angela J.; Smith, Andrew D.
Tetrahedron Asymmetry, 2007 , vol. 18, # 13 p. 1554 - 1566
反应条件
ammonium cerium(IV) nitrate in acetonitrile
T=20°C; Hydrolysis; dealkylation;
参考文献
Bull, Steven D.; Davies, Stephen G.; Kelly, Peter M.; Gianotti, Massimo; Smith, Andrew D.
Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 23 p. 3106 - 3111
反应条件
1.1: Tf2O; 2,6-lutdine / CH2Cl2 / -78 - 0 °C
1.2: 70 percent / CH2Cl2 / 0 - 20 °C
2.1: 60 percent / H2 / Pd/C / methanol / 12 h / 760 Torr
View Scheme
参考文献
Uraguchi, Daisuke; Sorimachi, Keiichi; Terada, Masahiro
Journal of the American Chemical Society, 2005 , vol. 127, # 26 p. 9360 - 9361
反应条件
1.1: 79 percent / H2; PtO2 / ethyl acetate; acetic acid / 6 h / 760 Torr
2.1: Tf2O; 2,6-lutdine / CH2Cl2 / -78 - 0 °C
2.2: 70 percent / CH2Cl2 / 0 - 20 °C
3.1: 60 percent / H2 / Pd/C / methanol / 12 h / 760 Torr
View Scheme
参考文献
Uraguchi, Daisuke; Sorimachi, Keiichi; Terada, Masahiro
Journal of the American Chemical Society, 2005 , vol. 127, # 26 p. 9360 - 9361
反应条件
1: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, from -78 deg C to RT
2: 1.) (R)-binaphthol, B(OMe)3, 4 Angstroem molecular sieves / 1.) CH2Cl2, toluene, 0 deg C, 10 min, 2.) CH2Cl2, toluene, -78 deg C, 20 h
3: 83 percent / H2 / 10percent Pd/C / methanol / 14 h / 760 Torr / Ambient temperature
View Scheme
参考文献
Ishihara, Kazuaki; Miyata, Mayumi; Hattoi, Kouji; Tada, Toshiji; Yamamoto, Hisashi
Journal of the American Chemical Society, 1994 , vol. 116, # 23 p. 10520 - 10524
反应条件
1: 1.) (R)-binaphthol, B(OMe)3, 4 Angstroem molecular sieves / 1.) CH2Cl2, toluene, 0 deg C, 10 min, 2.) CH2Cl2, toluene, -78 deg C, 20 h
2: 83 percent / H2 / 10percent Pd/C / methanol / 14 h / 760 Torr / Ambient temperature
View Scheme
参考文献
Ishihara, Kazuaki; Miyata, Mayumi; Hattoi, Kouji; Tada, Toshiji; Yamamoto, Hisashi
Journal of the American Chemical Society, 1994 , vol. 116, # 23 p. 10520 - 10524