Concise synthesis of N3- and N6-monoprotected 3,6-diazabicyclo[3.1.1]heptanes; useful intermediates for the preparation of novel bridged bicyclic piperazines
作者:Daniel P. Walker、Matthew W. Bedore
DOI:10.1016/j.tetlet.2012.08.156
日期:2012.11
Bridged bicyclic piperazines are important building blocks in medicinal chemistry research. The bicyclic piperazine 3,6-diazabicylo[3.1.1]heptane is of particular interest as a piperazine isostere because it is achiral and shows similar lipophilicity to that of piperazine based on the c Log P of a derived analog. A concise synthesis of N3- and N6-monoprotected 3,6-diazabicyclo[3.1.1]heptanes 2d and
桥接的双环哌嗪是药物化学研究的重要组成部分。双环哌嗪3,6-二氮杂双并[3.1.1]庚烷作为哌嗪等位异构体特别受关注,因为它是非手性的,并且基于衍生类似物的c Log P表现出与哌嗪相似的亲脂性。描述了分别由N 3-和N 6-单保护的3,6-二氮杂双环[3.1.1]庚烷2d和2e的简明合成。七个步骤的序列从廉价的起始原料开始,并使用简单的化学方法。