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[摘要]
目的 设计并合成磺达肝癸钠的二糖中间体。方法 以β-1,2,3,4,6-五乙酰基葡萄糖为起始原料, 经硫化、苄基化、TEMPO氧化、溴化等反应得到葡萄糖醛酸供体E;以3,4,6-三乙酰-D-葡萄糖烯为起始原料, 经碘化、叠氮化等反应得到内醚糖受体F;单糖供体E与受体F经偶联反应得到全保护二糖EF。结果 合成了目标化合物, 并利用1H-NMR和MS确证了结构;HPLC归一化法测得质量分数为99.01%, 目标化合物的总收率为11.1%。结论 磺达肝癸钠二糖中间体的合成可以为磺达肝癸钠和其他多糖的合成提供重要的中间体原料。
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[Abstract]
Objective To design and synthesize disaccharide intermediate of fondaparinux sodium. Methods β-D-(+)-Glucose pentaacetate was used as starting material to synthesize the donor compound E by sulfuration, benzylation, TEMPO oxidization and bromination reactions; 1,5-Anhydro-2-deoxy-D-arabino-hex-1-enitol 3,4,6-tri-O-acetyl ether was used to synthesize the receptor compound F by iodization and azidation reactions; And the fully protected disaccharide EF was used to synthesize by coupled reaction. Results The target compound was synthesized and characterized by 1H-NMR and MS. And the purity detected by HPLC was 99.01%. The total yield of the synthetic route was 11.1%. Conclusion Synthesis of disaccharide intermediate of fondaparinux sodium provides important intermediate material for synthesis of fondaparinux sodium and other polysaccharides.
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