(R)-2-(2-萘基)乙醇酸合成路线 (共 15 条)
反应条件
phosphate buffer; nitrilase I in methanol
T=37°C; pH=8;
参考文献
DeSantis, Grace; Zhu, Zuolin; Greenberg, William A.; Wong, Kelvin; Chaplin, Jenny; Hanson, Sarah R.; Farwell, Bob; Nicholson, Lawrence W.; Rand, Cynthia L.; Weiner, David P.; Robertson, Dan E.; Burk, Mark J.
Journal of the American Chemical Society, 2002 , vol. 124, # 31 p. 9024 - 9025
反应条件
1.1: acetone cyanohydrin / DIEA / 0.75 h / 0 °C
1.2: H2SO4 / -20 °C
2.1: 68 percent / nitrilase I; phosphate buffer / methanol / 37 °C / pH 8
View Scheme
参考文献
DeSantis, Grace; Zhu, Zuolin; Greenberg, William A.; Wong, Kelvin; Chaplin, Jenny; Hanson, Sarah R.; Farwell, Bob; Nicholson, Lawrence W.; Rand, Cynthia L.; Weiner, David P.; Robertson, Dan E.; Burk, Mark J.
Journal of the American Chemical Society, 2002 , vol. 124, # 31 p. 9024 - 9025
反应条件
nitrosyl sulfuric acid in N,N-dimethyl-formamide
T=0°C; 0.5 h; Title compound not separated from byproducts;
参考文献
Kimura, Mayumi; Kuboki, Atsuhito; Sugai, Takeshi
Tetrahedron Asymmetry, 2002 , vol. 13, # 10 p. 1059 - 1068
反应条件
1.1: 1.69 g / SnBr2 / CH2Cl2 / 20 °C
2.1: 88 percent / Rhodococcus rhodochrous IFO 15564; phosphate buffer / H2O; ethanol; hexane / 24 h / 30 °C / pH 6.0
3.1: 35 percent / nitrosylsulfuric acid / dimethylformamide / 24 h / 20 °C
4.1: SnBr2 / CH2Cl2 / 20 °C
4.2: 92 percent / CH2Cl2 / 20 °C
5.1: 45 percent / immobilized Burkholderia cepacia lipase; phosphate buffer; NaOH / decane; H2O / 38 h / 30 °C / pH 7.0
6.1: 75 percent / Rhodococcus rhodochrous IFO 15564; phosphate buffer / H2O; dimethylformamide; hexane / 24 h / 30 °C / pH 6.0
7.1: nitrosylsulfuric acid / dimethylformamide / 0.5 h / 0 °C
View Scheme
参考文献
Kimura, Mayumi; Kuboki, Atsuhito; Sugai, Takeshi
Tetrahedron Asymmetry, 2002 , vol. 13, # 10 p. 1059 - 1068
反应条件
1: 75 percent / Rhodococcus rhodochrous IFO 15564; phosphate buffer / H2O; dimethylformamide; hexane / 24 h / 30 °C / pH 6.0
2: nitrosylsulfuric acid / dimethylformamide / 0.5 h / 0 °C
View Scheme
参考文献
Kimura, Mayumi; Kuboki, Atsuhito; Sugai, Takeshi
Tetrahedron Asymmetry, 2002 , vol. 13, # 10 p. 1059 - 1068
反应条件
1.1: 88 percent / Rhodococcus rhodochrous IFO 15564; phosphate buffer / H2O; ethanol; hexane / 24 h / 30 °C / pH 6.0
2.1: 35 percent / nitrosylsulfuric acid / dimethylformamide / 24 h / 20 °C
3.1: SnBr2 / CH2Cl2 / 20 °C
3.2: 92 percent / CH2Cl2 / 20 °C
4.1: 45 percent / immobilized Burkholderia cepacia lipase; phosphate buffer; NaOH / decane; H2O / 38 h / 30 °C / pH 7.0
5.1: 75 percent / Rhodococcus rhodochrous IFO 15564; phosphate buffer / H2O; dimethylformamide; hexane / 24 h / 30 °C / pH 6.0
6.1: nitrosylsulfuric acid / dimethylformamide / 0.5 h / 0 °C
View Scheme
参考文献
Kimura, Mayumi; Kuboki, Atsuhito; Sugai, Takeshi
Tetrahedron Asymmetry, 2002 , vol. 13, # 10 p. 1059 - 1068
反应条件
1: 45 percent / immobilized Burkholderia cepacia lipase; phosphate buffer; NaOH / decane; H2O / 38 h / 30 °C / pH 7.0
2: 75 percent / Rhodococcus rhodochrous IFO 15564; phosphate buffer / H2O; dimethylformamide; hexane / 24 h / 30 °C / pH 6.0
3: nitrosylsulfuric acid / dimethylformamide / 0.5 h / 0 °C
View Scheme
参考文献
Kimura, Mayumi; Kuboki, Atsuhito; Sugai, Takeshi
Tetrahedron Asymmetry, 2002 , vol. 13, # 10 p. 1059 - 1068
反应条件
1.1: 35 percent / nitrosylsulfuric acid / dimethylformamide / 24 h / 20 °C
2.1: SnBr2 / CH2Cl2 / 20 °C
2.2: 92 percent / CH2Cl2 / 20 °C
3.1: 45 percent / immobilized Burkholderia cepacia lipase; phosphate buffer; NaOH / decane; H2O / 38 h / 30 °C / pH 7.0
4.1: 75 percent / Rhodococcus rhodochrous IFO 15564; phosphate buffer / H2O; dimethylformamide; hexane / 24 h / 30 °C / pH 6.0
5.1: nitrosylsulfuric acid / dimethylformamide / 0.5 h / 0 °C
View Scheme
参考文献
Kimura, Mayumi; Kuboki, Atsuhito; Sugai, Takeshi
Tetrahedron Asymmetry, 2002 , vol. 13, # 10 p. 1059 - 1068
反应条件
1: 60 percent / aq. NaOH / 0.5 h / 55 °C
2: (R)-1-phenylethylamine / ethanol / 0.5 h / Heating
View Scheme
参考文献
Kinbara, Kazushi; Harada, Yoshiko; Saigo, Kazuhiko
Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 7 p. 1339 - 1347
反应条件
1: 85 percent / Cl2 / acetic acid / 20 h / 55 °C
2: 60 percent / aq. NaOH / 0.5 h / 55 °C
3: (R)-1-phenylethylamine / ethanol / 0.5 h / Heating
View Scheme
参考文献
Kinbara, Kazushi; Harada, Yoshiko; Saigo, Kazuhiko
Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 7 p. 1339 - 1347