Divergent On-DNA Transformations from DNA-Linked Piperidones.

A group of highly efficient and divergent transformations for constructing multiple DNA-linked chemotypes based on a piperidone core were successfully developed. We reported the first procedure for the synthesis of a DNA-conjugated piperidine intermediate under basic conditions. Subsequently, this substructure was subjected to additional reactions to generate several privileged scaffolds, including 4-aminopiperidine, fused [1,2,4]triazolo[1,5-a]pyrimidine, and a quinoline derivative. These transformations paved the way for constructing focused scaffold-based DNA-encoded libraries with druglike properties.

Citation

Xing Ling, Weiwei Lu, Lin Miao, Lisa A Marcaurelle, Xuan Wang, Yun Ding, Xiaojie Lu. Divergent On-DNA Transformations from DNA-Linked Piperidones. The Journal of organic chemistry. 2022 Feb 18;87(4):1971-1976

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PMID: 33960188

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