3-环己烯-1-甲酸的手性拆分研究

目的 研究外消旋3-环己烯-1-甲酸的手性拆分,获得单一构型异构体.方法 通过化学拆分法中的生成非对映异构体拆分法来拆分外消旋3-环己烯-1-甲酸,以手性苯乙胺为手性拆分剂,外消旋3-环己烯-1-甲酸在丙酮中形成非对映体异构体并利用它们的溶解度差别来进行拆分.结果 拆分为(R)-(+)-3-环己烯-1-甲酸(收率28.3％)和(S)-(-)-3-环己烯-1-甲酸(收率28.7％),光学纯度均大于99％.结论 获得外消旋3-环己烯-1-甲酸的单一构型异构体.

Chiral resolution of cyclohex-3-ene-1-carboxylic acid

Objective To study the chiral resolution of cyclohex-3-ene-1-carboxylic acid and to obtain a single configurational isomer. Methods Cyclohex-3-ene-1-carboxylic acid was splited by generating diastereoisomer method which was a method of chemical resolution. The chiral phenylethylamine was used as a chiral resolving agent, and the cyclohex-3-ene-1-carboxylic acid was splited by forming diastereomer in acetone and by using the difference of their solubilities. Results (R)-(+)-cyclohex-3-ene-1- carboxylic acid (yield 33.7%) and (S)-(?)-cyclohex-3-ene-1-carboxylic acid (yield 33.5%) were obtained, and the optical purity was over 99%. Conclusion The single configurational isomer of cyclohex-3-ene-1-carboxylic acid is obtained.