1-Azaspiro[3.3]heptane as a Bioisostere of Piperidine
Angewandte Chemie (International ed. in English)(2023)
摘要
1-Azaspiro[3.3]heptanes were synthesized, characterized, and validated biologically as bioisosteres of piperidine. The key synthesis step was thermal [2+2] cycloaddition between endocyclic alkenes and the Graf isocyanate, ClO2S-NCO, to give spirocyclic beta-lactams. Reduction of the beta-lactam ring with alane produced 1-azaspiro[3.3]heptanes. Incorporation of this core into the anesthetic drug bupivacaine instead of the piperidine fragment resulted in a new patent-free analogue with high activity.
更多查看译文
关键词
bioisostere
AI 理解论文
溯源树
样例
生成溯源树,研究论文发展脉络
Chat Paper
正在生成论文摘要