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Diversity was obtained at positions N and at C5 through acylation, Schiff base formation, Knoevenagel condensation, and thioamide and enamine formation. The present work describes the synthesis of small libraries based on the TBA moiety and above\u2010mentioned reactions. Preliminary antimicrobial activity screening of the prepared compounds against selected bacteria (both Gram\u2010positive and \u2010negative) showed the best results for the Boc\u2010Phe\u2010TBA derivative. 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