Abstract

An alternative method for the synthesis of pseudopeptides containing a ψ[CH 2NH] amide bond surrogate is reported. The synthetic approach is based on a nucleophilic displacement of the chiral N-protected β-iodoamines with conveniently protected amino acid esters. The compatibility of this method with both conventional and microwave-assisted peptide synthesis should increase the potentiality of the ψ[CH 2NH] peptide bond isostere in peptide chemistry.

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