Corey内酯中间体2-氧代三环2.2.1.0<sup>3,5</sup>庚烷-7-羧酸的新拆分方法

Corey内酯中间体2-氧代三环[2.2.1.0^3,5]庚烷-7-羧酸的新拆分方法

基金项目: 国家自然科学基金资助项目（No.81072519）；中央高校基本科研业务费专项资金资助项目（No.JKY2009011）

摘要: 光学纯2-氧代三环[2.2.1.0^3,5]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[2.2.1.0^3,5]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。
- 2-氧代三环[2.2.1.0^3,5]庚烷-7-羧酸 /
- Corey内酯 /
- 拆分 /
- (S)-(-)-N-苄基苯-α-乙胺
Abstract: A practical method for the resolution of racemic 2-oxotricyclo[2.2.1.0^3,5]heptanes-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.
- 2-oxotricyclo[2.2.1.0^3,5]heptanes-7-carboylic acid /
- Corey lactones /
- resolution /
- (S)-(-)-N-benzyl-α-methylbenzylamine