Rapid Synthesis of a Natural Product-Inspired Uridine Containing Library

The preparation of natural product-inspired nucleoside analogs using solution-phase parallel synthesis is described. The key intermediates containing alkyne and N-protected amino moieties were developed to allow for further skeleton and substituent diversity using click chemistry and urea or amide b...

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Veröffentlicht in:ACS combinatorial science 2020-11, Vol.22 (11), p.600-607
Hauptverfasser: Cheng, Wei-Chieh, Liu, Wan-Ju, Hu, Kung-Hsiang, Tan, Yee-Ling, Lin, Yan-Ting, Chen, Wei-An, Lo, Lee-Chiang
Format: Artikel
Sprache:eng
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Zusammenfassung:The preparation of natural product-inspired nucleoside analogs using solution-phase parallel synthesis is described. The key intermediates containing alkyne and N-protected amino moieties were developed to allow for further skeleton and substituent diversity using click chemistry and urea or amide bond formation. Rapid purification was accomplished using solid-phase extraction. The obtained library comprised 80 molecules incorporating two diversity positions and one chiral center, each of which was efficiently prepared in good purity and acceptable overall yield. A bacterial morphology study was also performed.
ISSN:2156-8952
2156-8944
DOI:10.1021/acscombsci.0c00011