己二醇桥联胆甾半乳糖苷的合成

Synthesis of amphiphilic cholesterylated galactosides for hepatocyte targeting liposome

目的合成具有脂水两性的肝靶向脂质体配体胆甾半乳糖苷衍生物。方法将胆固醇3位羟基与己二醇的双甲磺酸酯成醚后再碘代,随后与2,3,4,6-四-O-乙酰基-1-硫代-β-D-吡喃半乳糖成硫醚得到糖苷,经甲醇钠处理脱掉乙酰基得目标物。结果合成了1个胆甾半乳糖苷衍生物。结论合成衍生物及中间体的结构经1HNMR、IR、MS确证。

OBJECTIVE To synthesize an amphiphilic hepatocyte targeting cholesterylated thiogalactoside derivative. METHODS Title compound was prepared by cholesterol which was coupled with dimesylate 2, to get mesylate 4. The compound 4 was iodinated, coupled with 2,3,4,6 - tetra - O - acetyl - 1 - thio - β - D - galacto - pyranose 6 and then deacetylated to produce title compound Ⅰ. RESULTS The title compounds was synthesized. CONCLUSION These compounds, designed products, were confirmed by ^1HNMR, IR and MS spectral data.