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Development of On‐DNA Cyclic Imide Synthesis for DNA Encoded Library Construction

Von Wiley-VCH zur Verfügung gestellt

On-DNA synthesis of cyclic imides was developed. The transformation was achieved under mild conditions with high conversions and a broad functional group tolerance, suitable for DEL synthesis. The mechanism study of off-DNA and on-DNA chemical transformations revealed unique insights.


Abstract

Here, we describe a novel method for the on-DNA synthesis of cyclic imides, an important class of molecules that includes several well-known medications. Significantly, the new method enabled on-DNA synthesis under mild conditions with high conversions and a broad functional group tolerance, utilizing ubiquitous bifunctional amines and bis-carboxylic acid, or alkyl halides, and therefore served as the linchpin for DNA encoded library (DEL) synthesis. The mechanism study of off-DNA and on-DNA chemical transformations revealed unique insights in contrast to conventional chemical transformation.

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