4-溴-2-甲氧基-6-甲基苯甲酸合成路线 （共 6 条）
反应条件
sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene in water; tert-butyl alcohol
T=23°C; 0.5 h;
参考文献
BAHRENBERG, Gregor; KUEHNERT, Sven; LUCAS, Simon; SCHROEDER, Wolfgang
Patent: US2013/281452 A1, 2013 ;
Location in patent: Paragraph 0677 ;
反应条件
nitrosyl-sulphuric acid; water in dichloromethane
T=0°C; 2 h;
参考文献
ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.
Patent: WO2006/20879 A1, 2006 ;
Location in patent: Page/Page column 58 ;
WO 2006/020879 A1
反应条件
1.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / -78 - 20 °C
1.2: 0 - 20 °C
2.1: 2-methyl-but-2-ene; water; sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol / 0.5 h / 20 °C
2.2: pH 1
View Scheme
参考文献
TETRAPHASE PHARMACEUTICALS, INC.; XIAO, Xiao-yi; CLARK, Roger; HUNT, Diana; ROeNN, Magnus; PLAMONDON, Louis; HE, Minsheng; SUTCLIFFE, Joyce; GROSSMAN, Trudy
Patent: WO2011/123536 A1, 2011 ;
反应条件
1.1: bromine; acetic acid / methanol / 2 h / 20 °C / Cooling with ice
2.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C
2.2: 4 h / 0 - 50 °C
3.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / -78 - 20 °C
3.2: 1 h / 20 °C
4.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / water; tert-butyl alcohol / 0.5 h / 20 °C
4.2: pH 1
View Scheme
参考文献
TETRAPHASE PHARMACEUTICALS, INC.; CHEN, Chi-Li; CLARK, Roger, B.; DENG, Yonghong; PLAMONDON, Louis; SUN, Cuixiang; XIAO, Xiao-Yi
Patent: WO2012/21712 A1, 2012 ;
反应条件
1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C
1.2: 4 h / 0 - 50 °C
2.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / -78 - 20 °C
2.2: 1 h / 20 °C
3.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / water; tert-butyl alcohol / 0.5 h / 20 °C
3.2: pH 1
View Scheme
参考文献
TETRAPHASE PHARMACEUTICALS, INC.; CHEN, Chi-Li; CLARK, Roger, B.; DENG, Yonghong; PLAMONDON, Louis; SUN, Cuixiang; XIAO, Xiao-Yi
Patent: WO2012/21712 A1, 2012 ;
反应条件
1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C
1.3: 4 h / 0 - 50 °C
2.1: diisobutylaluminium hydride / toluene; tetrahydrofuran / -78 - 20 °C
2.2: 0 - 20 °C
3.1: 2-methyl-but-2-ene; water; sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol / 0.5 h / 20 °C
3.2: pH 1
View Scheme
参考文献
TETRAPHASE PHARMACEUTICALS, INC.; XIAO, Xiao-yi; CLARK, Roger; HUNT, Diana; ROeNN, Magnus; PLAMONDON, Louis; HE, Minsheng; SUTCLIFFE, Joyce; GROSSMAN, Trudy
Patent: WO2011/123536 A1, 2011 ;
