【摘要】 目的优化替比夫定的合成工艺。方法 L-阿拉伯糖经加成环合、亲核取代反应制得1-(2-乙氧羰基丙烯基)-2-氨基-β-L-阿糖呋喃〔1′,2′:4,5〕-2-口恶唑啉氢溴酸盐(4),4在碱及Pd/Al2O3的作用下发生环合异构化,继而与乙酰溴反应进行保护卤代,Pd/C催化氢化脱卤,最后水解得到抗乙肝药替比夫定(1)。结果与结论目标化合物的结构经1H-NMR、MS谱确证。此工艺路线成本低廉,操作简便,适合工业化生产,总收率约37%。更多还原

【Abstract】 OBJECTIVE To optimize the synthetic procedure of Telbivudine.METHODS Telbivudine was synthesized from L-arabinose by addition and cyclization,substitution to give L-arabinoaminooxazoline-α-bromomethylacrylate acid adduct,which was subjected to cyclization and isomerization with Alkali and Pd/Al2O3,protection and halogenation with Acetyl bromide,dehalogenation with Pd/C,and then hydrolysis.RESULTS and CONCLUSION The structure of telbivudine was confirmed by 1H-NMR,and MS.The process is suitable for industrial preparation and more practical owing to its advantages of low cost,convenient operations and good yield of 37%(based on L-arabinose).更多还原