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  • Title: A simple method for deprotection of the N- and O-carbobenzoxy groups and N-methylation of the desosamine sugar moiety of ketolides. Application to the synthesis of ketolide analogues with various 9-iminoether moieties and their antibacterial activities.
    Author: Iwaki T, Nomura T, Narukawa Y, Uotani K.
    Journal: J Antibiot (Tokyo); 2005 Nov; 58(11):679-85. PubMed ID: 16466021.
    Abstract:
    A simple synthetic method for deprotection of the N- and O-carbobenzoxy groups (Cbz) of the desosamine sugar moiety of ketolides is reported. This deprotection method is applicable to the synthesis of a variety of ketolide analogues with various 9-iminoether moieties in good to moderate yield. Among the ketolide derivatives prepared by this method, compound 7g with a quinoline-6-yl moiety showed potent activity against erythromycin-resistant pathogens as well as Haemophilus influenzae.
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