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N ‐ tert ‐butoxycarbonyl‐ L ‐leucinal product: N ‐ tert ‐Butoxycarbonyl‐ L ‐leucinal: Boc‐ L ‐leucinal intermediate: Boc‐ L ‐leucine N ‐methyl‐O‐methycarboxamide

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A series of phosphinic compounds mimicking the transition state of substrates hydrolysed by aminopeptidase N (EC 3.4.11.2) were synthesized. These new compounds have potent inhibitory activities with Ki values in the nanomolar range. These derivatives behave as the most potent APN inhibitors designed to date.