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Synthesis of 1,2,3-Triazole Analogues of Lincomycin

✍ Scribed by Marie-Pierre Collin; Sven N. Hobbie; Erik C. Böttger; Andrea Vasella

Publisher
John Wiley and Sons
Year
2008
Tongue
German
Weight
242 KB
Volume
91
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

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 ‘click 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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