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目的合成抗肿瘤药卡培他宾。方法以D-核糖为起始原料,通过缩醛保护、对甲苯磺酰化、溴代、氢化脱卤、脱保护和乙酰化共6步反应制得中间体5-去氧-1,2,3-三-O-乙酰基-D-核糖(7),N4-正戊氧羰基-5-氟胞嘧啶与7进行缩合后,再经氨解脱乙酰基得到目标化合物。结果与结论目标化合物的总收率为16.4%(以D-核糖计),其结构经1H-NMR、MS确证。该合成工艺简化了操作,降低了合成成本,适于工业化生产。
Objective To synthesize anti-tumor drug capecitabine. Methods D-ribose was used as the starting material to synthesize the intermediate 5-deoxy-1,2-diacetate by a series of 6 steps: acetal protection, p-toluenesulfonylation, bromination, hydrodehalogenation, deprotection and acetylation. 3-tri-O-acetyl-D-ribose (7), N4-n-pentyloxycarbonyl-5-fluorocytosine is condensed with 7, and then deacetylated by aminolysis to obtain the target compound. Results and Conclusion The total yield of the target compound was 16.4% (based on D-ribose). The structure was confirmed by 1H-NMR and MS. The synthesis process simplifies the operation, reducing the cost of synthesis, suitable for industrial production.