Publication: Synthesis of 1,2,3-triazole analogues of lincomycin
Synthesis of 1,2,3-triazole analogues of lincomycin
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Collin, M. P., Hobbie, S. N., Böttger, E. C., & Vasella, A. (2008). Synthesis of 1,2,3-triazole analogues of lincomycin. Helvetica Chimica Acta, 91, 1838–1848. https://doi.org/10.1002/hlca.200890196
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In search for new antibiotics we replaced the amide moiety of lincomycin 1 by a 1,2,3-triazole ring. The 1,2,3-triazoles 10a – 10k were obtained as single regioisomers by 9click reaction: of azide 5 with the alkyne 9k, derived from propyl hygric acid, and the alkyl, aryl, or cycloalkyl alkynes ribosomes 9a – 9j. The new analogues proved inactive towards wild-type and A2058G mutant.
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Collin, M. P., Hobbie, S. N., Böttger, E. C., & Vasella, A. (2008). Synthesis of 1,2,3-triazole analogues of lincomycin. Helvetica Chimica Acta, 91, 1838–1848. https://doi.org/10.1002/hlca.200890196