【摘要】 目的采用新的方法合成非甾体抗炎镇痛药氟比洛芬并拆分得到S-异构体。方法以国内价格较低廉的2-氟苯胺为起始原料,经1,3-二溴-5,5-二甲基海因溴代、与苯缩合、再与2-溴丙酸钠进行格氏反应,酸化后得到外消旋的氟比洛芬,再经葡辛胺拆分,得(S)-(+)-氟比洛芬。结果成功制备得到目标产物,其结构经mp,NMR等确证。结论该制备方法具有工艺简单、得率高、试剂价格低廉等特点,适合于工业化生产。更多还原

【Abstract】 OBJECTIVE To synthesize S-enantiomer of non-steroids anti-inflammation drug flurbiporfen.METHODS 2-Fluoroaniline was brominated with 1,3-dibromo-5,5-dimethylhydantoin,then condensed with benzene to give 2-fluoro-4-bromo-biphenyl,which reacted with sodium 2-bromopropionate by a Grignard coupling reaction, then acidificated to give racemic flurbiprofen.The S-enantiomer was resoluted by using N-octyl-D-glucamine as resolution reagent. RESULTS The goal product was successfully obtained with a high optical purity of 92.6% and a good total yield of 40%.CONCLUSION This synthetic route has the advantage of easy operation,low cost and suitable for industrialization.更多还原