2-(2,2,2-三甲基乙酰氨基)苯硼酸合成路线 （共 14 条）
反应条件
n-butyllithium; tri-isopropoxy-borane in tetrahydrofuran T=-70 - -60°C; 6.08333 h;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED
Patent: WO2009/61875 A2, 2009 ;
Location in patent: Page/Page column 38-39 ;
反应条件
1: N-(2-bromophenyl)-2,2-dimethylpropionamide With n-butyllithium in tetrahydrofuran T=-70 - -60°C; 1.75 h; 2: 2-isopropyl borate in tetrahydrofuran T=-70 - -60°C; 4.33 h;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED; MACIKENAS, Dainius
Patent: WO2009/76200 A2, 2009 ;
Location in patent: Page/Page column 58 ;
反应条件
1: With n-butyllithium 2: With boric acid trimethyl ester
参考文献
Audoux, Jerome; Achelle, Sylvain; Turck, Alain; Marsais, Francis; Ple, Nelly
Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 6 p. 1497 - 1503
反应条件
hydrogenchloride; n-butyllithium in tetrahydrofuran
反应条件
1.1: ethyl acetate / 11 h / 25 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 6 h / -10 - 20 °C 2.2: 3 h / -20 - 0 °C View Scheme
参考文献
Organic Letters, , vol. 13, # 14 p. 3738 - 3741
反应条件
1.1: ethyl acetate / 11 h / 25 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 6 h / -10 - 20 °C 2.2: 3 h / -20 - 0 °C View Scheme
参考文献
Organic Letters, , vol. 13, # 14 p. 3738 - 3741
反应条件
1: 90 percent / NaHCO3 / Pd(0) / 1,2-dimethoxy-ethane; H2O / 4 h / Heating 2: 93 percent / 20percent H2SO4 / 24 h / Heating View Scheme
参考文献
Timari, Geza; Soos, Tibor; Hajos, Gyoergy
Synlett, 1997 , vol. 1997, # 9 p. 1067 - 1068
反应条件
tetrakis(triphenylphosphine) palladium(0); potassium carbonate in ethylene glycol dimethyl ether; ethanol 24 h; Heating;
参考文献
Audoux, Jerome; Achelle, Sylvain; Turck, Alain; Marsais, Francis; Ple, Nelly
Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 6 p. 1497 - 1503
反应条件
1.1: 96 percent / Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 20 h / Heating
2.1: 89 percent / aq. H2SO4 / ethanol / 24 h / Heating
3.1: NaNO2; HCl / H2O / 1.5 h / 0 °C
3.2: NaN3; NaOAc*3H2O / H2O / 1 h / 0 °C
4.1: 1,2-dichloro-benzene / 3 h / 180 °C
View Scheme
参考文献
Hostyn, Steven; Maes, Bert U.W.; Pieters, Luc; Lemiere, Guy L.F.; Matyus, Peter; Hajos, Gyoergy; Dommisse, Roger A.
Tetrahedron, 2005 , vol. 61, # 6 p. 1571 - 1577
反应条件
1.1: tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane / 0.33 h / 20 °C
1.2: 53 percent / Na2CO3 / 1,2-dimethoxy-ethane / 8 h / Heating
2.1: 50 percent / sulfuric acid / H2O / 3 h / Heating
3.1: hydrochloric acid; NaNO2 / H2O / 1.5 h / 0 - 5 °C
3.2: 97 percent / sodium azide; sodium acetate trihydrate / H2O / 1 h / 0 - 5 °C
4.1: 1,2-dichloro-benzene / 1 h / Heating
View Scheme
参考文献
Tapolcsanyi, Pal; Krajsovszky, Gabor; Ando, Romeo; Lipcsey, Peter; Horvath, Gyula; Matyus, Peter; Riedl, Zsuzsanna; Hajos, Gyoergy; Maes, Bert U. W.; Lemiere, Guy L. F.
Tetrahedron, 2002 , vol. 58, # 51 p. 10137 - 10143
