1,3-二氢-1-羟基-3,3-二甲基-2,1-苯并氧杂硼戊环合成路线 （共 6 条）
反应条件
1: 2-(2'-bromophenyl)-6-butyl[1,3,6,2]dioxazaborocan With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: acetone in tetrahydrofuran; hexane T=-78 - 20°C; 3: With hydrogenchloride in tetrahydrofuran; hexane; water T=20°C; 0.5 h;
参考文献
ANACOR PHARMACEUTICALS, INC.; ORR, Matthew; JENKS, Matthew
Patent: WO2011/19616 A1, 2011 ;
Location in patent: Page/Page column 103-104 ;
反应条件
1: α,α-dimethyl-(2-bromophenyl)methanol With n-butyllithium in tetrahydrofuran T=-78°C; 2 h; 2: tri-isopropoxy-borane in tetrahydrofuran T=-78 - 20°C; 12 h; 3: With hydrogenchloride; water in tetrahydrofuran T=0 - 20°C; pH=< 5; 1 h;
参考文献
Cheung, Wing S.; Parks, Daniel J.; Parsons, William H.; Patel, Sharmila; Player, Mark R.
Patent: US2008/146637 A1, 2008 ;
Location in patent: Page/Page column 44 ;
反应条件
1: With n-butyllithium in tetrahydrofuran T=-78 - -70°C; 2 h; 2: With tri-isopropoxy-borane in tetrahydrofuran T=20°C; Product distribution / selectivity;
参考文献
Player, Mark R.; Dax, Scott L.; Parsons, William H.; Brandt, Michael Richard; Calvo, Raul R.; Patel, Sharmila; Liu, Jian; Cheung, Wing S.; Jetter, Michele C.; Lee, Yu-Kai; Youngman, Mark A.; Pan, Wenxi; Weils, Kenneth M.; Beauchamp, Derek A.
Patent: US2007/259936 A1, 2007 ;
Location in patent: Page/Page column 168 ;
US 20070259936 A1
反应条件
1: 2-(2'-bromophenyl)-6-butyl[1,3,6,2]dioxazaborocan With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: acetone in tetrahydrofuran; hexane T=-78 - 20°C; 0.5 h; 3: With hydrogenchloride in tetrahydrofuran; hexane; water T=20°C; 0.5 h; Product distribution / selectivity;
参考文献
Tomsho, John W.; Pal, Arnab; Hall, Dennis G.; Benkovic, Stephen J.
ACS Medicinal Chemistry Letters, 2012 , vol. 3, # 1 p. 48 - 52
反应条件
1.1: tetrahydrofuran; 2-methyl tetrahydrofuran / 20 °C / Cooling with ice 1.2: 0 °C / pH 6 2.1: methylmagnesium bromide / tetrahydrofuran / 0 °C / Cooling with ice 2.2: -40 °C / Cooling with acetone-dry ice 2.3: 20 °C View Scheme
参考文献
REMPEX PHARMACEUTICALS, INC.; GLINKA, Tomasz; HIGUCHI, Robert; HECKER, Scott; EASTMAN, Brian; RODNY, Olga
Patent: WO2012/109164 A1, 2012 ;
WO 2012/109164 A1
反应条件
1.1: toluene / 2 h / 50 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C 2.2: 0.5 h / -78 - 20 °C 2.3: 0.5 h / 20 °C View Scheme
参考文献
ANACOR PHARMACEUTICALS, INC.; ORR, Matthew; JENKS, Matthew
Patent: WO2011/19616 A1, 2011 ;
