| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1375775 | Bioorganic & Medicinal Chemistry Letters | 2008 | 4 Pages |
Abstract
The synthesis and evaluation of novel azetidine lincosamides 1 are described. Eleven new (3-trans-alkyl)azetidine-2-carboxylic acids were synthesized via alkylation of N-TBS-4-oxo-azetidine-2-carboxylic acid and subsequent elaboration then coupled to 7-chloro-1-methylthio-lincosamine. The resulting lincosamides differ from the drug clindamycin in both the size of the ring and the position/structure of the alkyl side-chain. SAR within the series was explored with attention to alkyl variants in positions 1 and 3 of the azetidine ring.
Graphical abstractThe synthesis and evaluation of antibacterial azetidine lincosamides 1 are described.Figure optionsDownload full-size imageDownload as PowerPoint slide
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Hardwin O’Dowd, Jason G. Lewis, Joaquim Trias, Rumi Asano, Johanne Blais, Sara L. Lopez, Craig K. Park, Charlotte Wu, Wen Wang, Mikhail F. Gordeev,