(R)-(-)-2-羟基-2-苯基丙酸合成路线 (共 34 条)
反应条件
sulfuric acid in water T=90°C; 0.5 h;
参考文献
Pansare, Sunil V.; Ravi, R. Gnana
Tetrahedron, 1998 , vol. 54, # 48 p. 14549 - 14564
反应条件
(2#R!)-2#r!-lt;3,4-dimethoxy-phenylgt;-5,7-dimethoxy-chroman-3#c!-ol partielle asymmetrische Synthese;
参考文献
McKenzie
Journal of the Chemical Society, 1904 , vol. 85, p. 1259
Journal of the Chemical Society, 1906 , vol. 89, p. 370,375
反应条件
potassium hydroxide; water in methanol 4 h; Heating;
参考文献
Boireau, G.; Deberly, A.; Abenhaim, D.
Tetrahedron, 1989 , vol. 45, # 18 p. 5837 - 5844
反应条件
1.1: p-toluenesulfonic acid / CH2Cl2 / 5 h / 20 °C 1.2: 0.6 g / potassium carbonate / tetrahydrofuran / 24 h / 20 °C 2.1: 95 percent / triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 20 °C 3.1: 98 percent / tetrahydrofuran / -78 - 20 °C 4.1: silver(I) nitrate; N-chlorosuccinimide / acetonitrile; H2O / 0 - 4 °C 5.1: silver(I) oxide / tetrahydrofuran; H2O / 0.25 h / cooling View Scheme
参考文献
Bailey, William F.; Reed, David P.; Clark, Daniel R.; Kapur, Gabriel N.
Organic Letters, 2001 , vol. 3, # 12 p. 1865 - 1867
反应条件
sodium hydroxide T=75°C; 48 h; enantioselective reaction;
参考文献
Dochnahl, Maximilian; Fu, Gregory C.
Angewandte Chemie, International Edition, 2009 , vol. 48, p. 2391 - 2393
Angewandte Chemie, 2009 , vol. 121, p. 2427 - 2429
反应条件
potassium hydroxide in methanol; water T=60°C; 0.166667 h; e.e.: 85percent; Title compound not separated from byproducts;
参考文献
Frater, Gy.; Mueller, U.; Guenther, W.
Tetrahedron Letters, 1981 , vol. 22, # 42 p. 4221 - 4224
反应条件
1.1: pyridinium p-toluenesulfonate / cyclohexane / Heating 1.2: ozone / CH2Cl2 / 0.25 h / -78 °C 1.3: 656 mg / dimethyl sulfide / CH2Cl2 / 12 h / 20 °C 2.1: 86 percent / diethyl ether / 1 h / -78 °C 3.1: ozone / CH2Cl2 / 1 h / 20 °C 3.2: 60 percent / sodium hydroxide / H2O; methanol View Scheme
参考文献
Bailey, William F.; Reed, David P.; Clark, Daniel R.; Kapur, Gabriel N.
Organic Letters, 2001 , vol. 3, # 12 p. 1865 - 1867
反应条件
1.1: 86 percent / diethyl ether / 1 h / -78 °C 2.1: ozone / CH2Cl2 / 1 h / 20 °C 2.2: 60 percent / sodium hydroxide / H2O; methanol View Scheme
参考文献
Bailey, William F.; Reed, David P.; Clark, Daniel R.; Kapur, Gabriel N.
Organic Letters, 2001 , vol. 3, # 12 p. 1865 - 1867
反应条件
1.1: 60 percent / p-TsOH; H2SO4 / pentane / 24 h / Heating 2.1: lithium diisopropylamine / hexane; diethyl ether / 0.5 h / -78 °C 2.2: hexane; diethyl ether / 2 h / -78 °C 3.1: aq. KOH / methanol / 3 h / Heating View Scheme
参考文献
Frater, Gy.; Mueller, U.; Guenther, W.
Tetrahedron Letters, 1981 , vol. 22, # 42 p. 4221 - 4224
反应条件
1: 95 percent / triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 20 °C 2: 98 percent / tetrahydrofuran / -78 - 20 °C 3: silver(I) nitrate; N-chlorosuccinimide / acetonitrile; H2O / 0 - 4 °C 4: silver(I) oxide / tetrahydrofuran; H2O / 0.25 h / cooling View Scheme
参考文献
Chacon-Garcia, Luis; Lagunas-Rivera, Selene; Perez-Estrada, Salvador; Vargas-Diaz, M. Elena; Joseph-Nathan, Pedro; Tamariz, Joaquin; Zepeda, L. Gerardo
Tetrahedron Letters, 2004 , vol. 45, # 10 p. 2141 - 2145