The solid phase synthesis of hydroxamic acids is presented. Carboxylic acid ester linked, polymer-supported CBZ-protected amino acids were displaced from the resin with aqueous hydroxylamine to provide the corresponding hydroxamic acids.Hydroxamic acids have become an increasingly important structural class of compounds. They serve as efficient zinc ligands and are especially useful as inhibitors of matrix metalloproteinases. 1 This paper presents a useful way of preparing hydroxamic acids using solid phase techniques which allows for the rapid preparation of a large number of pure compounds for screening. Recently, there have been several published routes for the preparation of hydroxamic acids on solid phase. 2 These generally involve the preparation of a special linker to which hydroxylamine is attached to the resin or formation of a protected hydroxamic acid on solid support. Our approach obviates the need for special linkers or protecting groups, by displacing the desired hydroxamic acid from the resin directly using hydroxylamine, as illustrated below. 3
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