(4-溴苯氧基)叔丁基二甲基硅烷合成路线 （共 45 条）
反应条件
1.1: n-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C 1.2: triisopropyl borate / tetrahydrofuran / -78 - 20 °C 1.3: 65 percent / HCl / tetrahydrofuran; H2O / 0.08 h / 0 °C 2.1: 63 percent / Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 95 °C View Scheme
参考文献
Edsall Jr., Richard J; Harris, Heather A; Manas, Eric S; Mewshaw, Richard E
Bioorganic and medicinal chemistry, 2003 , vol. 11, # 16 p. 3457 - 3474
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -78 °C 1.2: 70 percent / triisopropyl borate / tetrahydrofuran; hexane / -78 - 20 °C 2.1: 48 percent / sodium carbonate / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane; H2O / 3.5 h / Heating 3.1: KF; aqueous HBr / dimethylformamide / 2.5 h / 20 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 12, # 10 p. 2553 - 2570
反应条件
1: With n-butyllithium in tetrahydrofuran; hexane T=-78°C; Metallation; 1 h; 2: With tri-isopropoxy-borane in tetrahydrofuran; hexane T=-78 - 0°C; Metallation; 3: With hydrogenchloride in tetrahydrofuran; hexane; water Hydrolysis;
参考文献
Hajduk; Sheppard; Nettesheim; Olejniczak; Shuker; Meadows; Steinman; Carrera Jr.; Marcotte; Severin; Walter; Smith; Gubbins; Simmer; Holzman; Morgan; Davidsen; Summers; Fesik
Journal of the American Chemical Society, 1997 , vol. 119, # 25 p. 5818 - 5827
反应条件
1: 1-bromo-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]benzene With n-butyllithium in tetrahydrofuran T=-78°C; 0.5 h; 2: tri-isopropoxy-borane in tetrahydrofuran T=-78 - 20°C; Further stages.;
参考文献
Bursavich; West; Rich
Organic letters, 2001 , vol. 3, # 15 p. 2317 - 2320
反应条件
1: 1-bromo-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]benzene With n-butyllithium in tetrahydrofuran T=-75°C; 1 h; Inert atmosphere; 2: boric acid trimethyl ester in tetrahydrofuran T=-65 - 20°C; 16 h; Inert atmosphere; 3: With hydrogenchloride in tetrahydrofuran pH=6 - 7;
参考文献
Sunden, Henrik; Ma, Jian-Nong; Hansen, Lars K.; Gustavsson, Anna-Lena; Burstein, Ethan S.; Olsson, Roger
ChemMedChem, 2013 , vol. 8, # 8 p. 1283 - 1294
反应条件
1.1: n-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C 1.2: triisopropyl borate / tetrahydrofuran / -78 - 20 °C 1.3: 65 percent / HCl / tetrahydrofuran; H2O / 0.08 h / 0 °C 2.1: 57 percent / Na2CO3 / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 95 °C View Scheme
参考文献
Edsall Jr., Richard J; Harris, Heather A; Manas, Eric S; Mewshaw, Richard E
Bioorganic and medicinal chemistry, 2003 , vol. 11, # 16 p. 3457 - 3474
反应条件
cesium fluoride in N,N-dimethyl-formamide 12 h; Ambient temperature;
参考文献
Synlett, , vol. 1997, # 6 p. 701 - 703
反应条件
1: 78 percent / CsF / dimethylformamide / 3 h / Ambient temperature 2: 84 percent / NaOMe / dimethylformamide / 0.5 h / Ambient temperature View Scheme
参考文献
Synlett, , vol. 1997, # 6 p. 701 - 703
反应条件
1.1: sodium carbonate / ethanol; toluene / 0.5 h / |Inert atmosphere 1.2: |Inert atmosphere; |Reflux 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C View Scheme
参考文献
Dahlgren, Markus K.; Garcia, Alvaro Baeza; Hare, Alissa A.; Tirado-Rives, Julian; Leng, Lin; Bucala, Richard; Jorgensen, William L.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 10148 - 10159
反应条件
Mn-graphite -78 deg C -> RT;
参考文献
Fuerstner, Alois; Brunner, Heiko
Tetrahedron Letters, 1996 , vol. 37, # 39 p. 7009 - 7012
