摘要
目的制备高光学纯度的(R)-3-氯-1,2-丙二醇,并以此为原料改进镇咳药左羟丙哌嗪的合成工艺。方法以自制手性Salen-CoⅢ催化剂水解外消旋环氧氯丙烷得高光学纯度的中间体(R)-3-氯-1,2-丙二醇,该中间体再与N-苯基哌嗪反应合成镇咳药左羟丙哌嗪。结果与结论以手性Salen-CoⅢ催化剂水解环氧氯丙烷得到的(R)-3-氯-1,2-丙二醇光学纯度为99%;以此为原料合成的左旋羟丙哌嗪光学纯度为99%以上,收率为56.3%。目标产物经核磁共振氢谱、质谱确证。
Aim To establish a new synthetic preparation method of （R）-3-chloro-1, 2-propanediol and an improved synthetic method of levodropropizine. Methods （R）-3-Chloro-1, 2-propanediol was prepared by the reaction kinetics of the hydrolysis resolution of racemic epichlorohydrin with chiral Salen-CoⅢ complexes, and then it was used as chiral reagent to synthesize levodropropizine, which is a famous anti-tussis drug. Results and conclusions The optical purity（ e. e. ） of （ R ）-3-chloro-1,2-propanediol is more than 99 %. The yield of levodropropizine is 56.3 %. The chemical structures of the target compounds was confirmed by 1H- NMR and MS.
出处
《中国药物化学杂志》
CAS
CSCD
2007年第1期29-31,36,共4页
Chinese Journal of Medicinal Chemistry
