CAJ | 학술논문

9-[（2，3-二羟基丙氧基）甲基]鸟嘌呤是欧洲药典8．0版本中所收载的抗病毒药物更昔洛韦（Ganciclovir）的一个有关物质（杂质）。本文以烯丙醇为原料，依次通过羟基的氯甲基醚化反应、乙酸钾取代反应、烯烃双羟化反应、和乙酸酐酯化反应制备得到侧链2，3-二乙酰氧基-1-乙酰氧基甲氧基丙烷。2，3-二乙酰氧基-1-乙酰氧基甲氧基丙烷接着和 N 2，9-二乙酰基鸟嘌呤缩合随后在碱中水解即合成得到9-[（2，3-二羟基丙氧基）甲基]鸟嘌呤。本方法为9-[（2，3-二羟基丙氧基）甲基]鸟嘌呤的制备提供了一种可行的合成路线。该有关物质可作为对照品用于控制更昔洛韦产品质量。
9-[（2，3-이간기병양기）갑기]조표령시구주약전8．0판본중소수재적항병독약물경석락위（Ganciclovir）적일개유관물질（잡질）。본문이희병순위원료，의차통과간기적록갑기미화반응、을산갑취대반응、희경쌍간화반응、화을산항지화반응제비득도측련2，3-이을선양기-1-을선양기갑양기병완。2，3-이을선양기-1-을선양기갑양기병완접착화 N 2，9-이을선기조표령축합수후재감중수해즉합성득도9-[（2，3-이간기병양기）갑기]조표령。본방법위9-[（2，3-이간기병양기）갑기]조표령적제비제공료일충가행적합성로선。해유관물질가작위대조품용우공제경석락위산품질량。
9-[(2,3-Dihydroxypropoxy)methyl]guanine is one of the substances related to the antiviral drug ganciclovir as recorded in European Pharmcopoeia(Edition 8.0).A feasible synthetic protocol for the syn-thesis of 9-[(2,3-Dihydroxypropoxy)methyl]guanine was established in the current study.Using allylic al-cohol as the starting material,the side chain 2,3-diacetoxy-1-acetoxymethyoxypropane was first prepared through chloromethylation of the hydroxyl group,substitution with potassium acetate,dihydroxylation of olefin and esterification with acetic anhydride.Then,the condensation of 2,3-diacetoxy-1-acetoxyme-thoxypropane with N2 ,9-diacetylguanine was catalyzed by p-toluenesulfonic acid monohydrate in N,N-dim-ethylformamide.The reaction was subsequently followed by hydrolysis with aqueous sodium hydroxide so-lution to produce the target molecule 9-[(2,3-Dihydroxypropoxy)methyl]guanine.Therefore,the new pro-tocol could be used as reference in the quality control of ganciclovir.