一种吉西他滨中间体的合成工艺改进方法

The Synthetic Process Improving of Intermediates for Gemcitabine

选择性保护D-甘露醇的羟基和NaIO4氧化,及REFORMATSKY反应,脱去保护基团,自身成环后再与苯甲酰氯反应,合成了吉西他滨的关键中间体2-脱氧-2,2-二氟-D-赤型-1-呋喃酮糖-3,5-二苯甲酰酯,本工艺对脱保护基和自身成环步骤进行了改进,并采用单一溶剂二氯甲烷结晶,结果表明,采用新工艺能有效提高产品的收率及质量,降低原料成本和减少环境污染,产品结构经IR及1H-NMR确证。

The key intermediate of gemcitabine ,2 - Deoxy -2,2 - difluoro - D - erythro - pentafuranous - 1 - ulose - 3,5 - dibenzoate was synthesised through selective protected the hydroxyl from D - mannital and sodium periodate oxidation , Reformatesky reaction, separating the protective group and eyclization and benzoyl chloride, The process of deprotect group and cyclization and crystallization step were optimized. The results shows that the new process not only can effectively improve the product yield and quality, but also lower the cost and reduce the pollution of the environment, the structure of product was characterized bv IR and 1H- NMR.