6-溴代呋喃[2,3-d]嘧啶双环核苷的合成新方法研究

• 作 者: 范学森 李培源 李坤 张新迎 赵婉
• 机 构: 河南师范大学化学化工学院,周口师范学院化学系,
• 出 处: 有机化学
• 发表日期: 2014年05期
• 关键词: 溴代 双环 核苷 四溴化碳 偕二溴烯烃 环化反应 碘化亚铜 合成步骤 新方法研究 烯烃

6-溴代呋喃[2,3-d]嘧啶双环核苷是合成具有显著抗病毒活性的呋喃并嘧啶双环核苷衍生物的重要中间体.该类化合物的文献制备方法合成步骤多,并需使用钯配合物作催化剂.以易得的5-甲酰基嘧啶核苷为原料,先经与四溴化碳缩合得5-(2,2-二溴乙烯基)嘧啶核苷类似物,然后在碘化亚铜催化下发生环化反应生成目标产物,不仅缩短了合成路线,而且避免了贵金属试剂的使用,是一种经济实用的新方法.

6-Bromofuran [2,3-d] pyrimidine bicyclic nucleosides are important intermediates in the synthesis of bicyclic nucleoside derivatives of furopyrimidine with significant antiviral activity, and there are many synthetic procedures for the preparation of these compounds Palladium complex was used as catalyst to obtain 5- (2,2-dibromovinyl) pyrimidine nucleoside analogues by condensation with carbon tetrabromide from readily available 5-formylpyrimidine nucleoside, Copper iodide catalyzed cyclization reaction to generate the target product, not only shorten the synthesis route, but also to avoid the use of precious metal reagents, is a new economical and practical method.