胆固醇与叠氮乙醇的醚化反应及新型杂环化合物的合成

Etherification Reaction between Cholesterol and 2-Azidoethanol and Synthesis of a Novel Heterocyclic Compound

在胆甾-5-烯-3-醇(3β)对甲基苯磺酸酯与叠氮乙醇的亲核取代反应中,除得到预期的醚化产物[3α-(2-叠氮乙氧基)-胆甾-5-烯(产率49%)]外,还发生了分子内1,3-偶极环加成和消除反应,生成一种七元环并五元环的新型杂环化合物(产率41%),其结构经1HNMR,13CNMR和MS表征。

Besides the normal etherification product（yield of 49%）,a novel heterocyclic compound（yield of 41%）was obtained at the same time by intramolecular 1,3-dipolar cycloaddition and elimination reaction in the reaction of 5-cholesten-3β-tosylate with 2-azidoethanol.The structures were characterized by 1H NMR,13C NMR and MS