新型3-取代8-氮杂双环[3,2,1]辛烷衍生物的合成与表征-《武汉职业技术学院学报》

文章信息/Info

Title:: Synthesis and Representation of Novel 3-substituted 8-aza-bicyclo [3.2.1]octane Derivative

Author(s):: QIN Yu; School of Biological Engineering, Wuhan Polytechnic, Wuhan430074, China

摘要:: 8-氮杂双环[3,2,1]辛烷衍生物是多种药物分子中的重要活性基团,特别是3位取代产物其药效更加明显。以2,5-二甲氧基四氢呋喃、3-羰基戊二酸、苄胺等为原料,通过环化、N保护、交叉偶合,合成了桥环上3位取代的产物8-N-叔丁氧羰基-3-硼酸频哪醇基-8-氮杂二环[3,2,1]-2-辛烯。其中间体产物和目标产物的结构经1HNMR、LC-MS和元素分析表征确认,为进一步后续反应形成药物分子奠定基础。

Abstract:: 8-aza-bicyclo [3.2.1] octane derivatives are important active groups in a variety of drug molecules ,and the efficacy of 3-substituted products is especially obvious. In this paper, a 3-substituted 8-aza-bicycol[3.2.1]octane derivative, 8-N-tert-butoxycarbony-3- pinacolatoboronyl-8-aza-bicyclo [3.2.1]-2-octene is synthesized by the cy— clization, N-protection and cross coupling of 2, 5-dimethoxyltetrhydrofuran, 3-acetondicarboxylic acid and benzyl amine. The structures of intermediate products and target product are represented and confirmed by 1H NMR, LC-MS and elemental analysis, which forms the foundation for the synthesis of drug molecules in the following steps.