2-(甲氧基羰基)乙基硼酸频那醇酯合成路线 (共 4 条)
反应条件
1: 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane With cupric(II) carbonate; triphenylphosphine in water T=20°C; 0.5 h; Inert atmosphere; 2: acrylic acid methyl ester in water T=27°C; 10 h; Inert atmosphere;
参考文献
LEK Pharmaceuticals d.d.; The designation of the inventor has not yet been filed
Patent: EP2647640 A1, 2013 ;
Location in patent: Paragraph 0072; 0073 ;
反应条件
1: 4,8-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,6,2-dioxazaborocane With copper(l) chloride in dichloromethane 0.166667 h; Inert atmosphere; 2: acrylic acid methyl ester in methanol; dichloromethane T=0 - 20°C; 15 h; Inert atmosphere;
参考文献
Gao, Ming; Thorpe, Steven B.; Kleeberg, Christian; Slebodnick, Carla; Marder, Todd B.; Santos, Webster L.
Journal of Organic Chemistry, 2011 , vol. 76, # 10 p. 3997 - 4007
反应条件
CuCl; NaOC(CH3)3; O(C6H4P(C6H5)2)2 in tetrahydrofuran (N2); addn. of anhyd. THF to CuCl, NaOC(CH3)3 and phosphine deriv., stirring for 45 min, addn. of diboron compd. in THF, stirring for 30 min, cooling to 0°C, addn. of methyl acrylate and then methanol, warmingto room temp. overnight; filtration through celite, evapn., addn. of hexane, filtration, chromy. (silica gel, 0-20percent ethyl acetate in hexanes), NMR and MS;
参考文献
Knott, Kenneth; Fishovitz, Jennifer; Thorpe, Steven B.; Lee, Irene; Santos, Webster L.
Organic and Biomolecular Chemistry, 2010 , vol. 8, # 15 p. 3451 - 3456
反应条件
C4H9Li; HN(CH(CH3)2)2 in tetrahydrofuran
addn. of BuLi to amine deriv. in THF at -78°C for 45 min, warmingto 0°C for 10 min, addn. to boron compd. in THF at -78°C, stirring for 30 min, addn. of bromide deriv., keeping at -78°C f or 15 min, warming to 0°C; addn. of satd. aq. NH4Cl, extn. (ethyl acetate), washing with brine, drying over Na2SO4, chromy. (silica gel, 0-20percent ethyl acetate in hexanes), NMR and MS;
参考文献
Knott, Kenneth; Fishovitz, Jennifer; Thorpe, Steven B.; Lee, Irene; Santos, Webster L.
Organic and Biomolecular Chemistry, 2010 , vol. 8, # 15 p. 3451 - 3456