齐多夫定杂质3′-氯-3′-脱氧胸腺嘧啶的合成

Synthesis of Zidovudine Impurity 3′-Chloro-3′-Deoxythymidine

目的:合成齐多夫定的一个特定杂质(3′-氯-3′-脱氧胸腺嘧啶)以加强该药的质量控制。方法:以β-胸苷为原料,经关环形成2,3′-脱水胸苷,再用吡啶盐酸盐开环在3′位氯化,最后脱去三苯甲基保护基得到3′-氯-3′-脱氧胸腺嘧啶即齐多夫定杂质B。结果:合成齐多夫定杂质B可作为齐多夫定质量控制的杂质对照品。该合成方法反应条件温和,原料易得,操作简单。

Objective：Synthesis Zidovudine impurity B （3 ＇-chloro-3＇ -deoxythymidine） to improve the quality control of Zidovudine. Methods： 3＇ -chloro-3＇ -deoxythymidine was synthesized from thymidine through ring closing which then opened by ehloro, finally deprotection. Conclusions： the impurity can be used as the reference substance of the related substances in the quality control of Zidovudine. The reaction conditions were mild and the raw materials were cheap and easy to obtain.