Corey内酯中间体2-氧代三环2.2.1.03,5庚烷-7-羧酸的新拆分方法
New optical resolution of 2-oxotricyclo2.2.1.03,5heptanes-7-carboylic acid as an intermediate of Corey lactones
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摘要: 光学纯2-氧代三环2.2.1.03,5庚烷-7-羧酸是全合成前列腺素类化合物的重要中间体。本文采用(S)-(-)-N-苄基苯-α-苯乙胺为手性拆分剂，以醋酸异丙酯为溶剂，以非对映异构体结晶法制备光学纯(+)-2-氧代三环2.2.1.03,5庚烷-7-羧酸。本方法成功完成了消旋体酸(70 g)的拆分，总收率57%，所得产品对映体过量(e.e.)大于99%。本方法操作简便，收率高，溶剂及手性胺可回收。Abstract: A practical method for the resolution of racemic 2-oxotricyclo2.2.1.03,5heptanes-7-carboylic acid has been developed,which employs (S)-(-)-N-benzyl-α-methylbenzylamine as the resolving agent and isopropyl acetate as the solvent.This new process has been successfully implemented on resolving 70 gram racemic acid with satisfying yield (57%) and high enantiomeric excess（e.e.）value (>99%).The chiral base and the solvent could be easily recovered and recycled.
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