氘标记盐酸苯环壬酯的合成

Synthesis of Deuterated Phencynondte Hydrochloride

摘要: 为了开展盐酸苯环壬酯及其光学异构体药代动力学研究，确定代谢途径，进行代谢差异比较，对盐酸苯环壬酯进行了稳定同位素氘标记合成研究。以五氘溴苯为原料，先由格氏反应生成D代中间体α-环戊基-α-D₅-苯基羟乙酸乙酯，再经三步反应得到定位标记的盐酸氘代苯环壬酯。该合成路线简捷，同位素原料易得，引入标记原子的步骤短，反应条件较易控制，氘丰度达99%，经质谱、核磁确证结构与盐酸苯环壬脂一致。

Abstract: The experimental details for the preparation of phencynondte labelled with five deuteriums with high chemical purity and isotopic enrichment were researched. Deuterated intermediate compound α-cyclopentyl-α-D₅-phenyl-glycolate was synthesized first by Grignard reaction from bromobenzene-d5, the final product deuterated phencynondte hydrochloride was then prepared through next three steps reaction with excellent chemical purity and isotopic enrichment. D abundance of synthetic deuterated phencynondte hydrochloride was 99%, the compound was identified by MS and ¹H-NMR.