An alternative method for the synthesis of pseudopeptides containing a psi[CH2NH] amide bond surrogate is reported. The synthetic approach is based on a nucleophilic displacement of the chiral N-protected beta-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 psi[CH2NH] peptide bond isostere in peptide chemistry.

Novel route in the synthesis of ψ[CH2NH] amide bond surrogate

CAMPIGLIA, Pietro;BERTAMINO, Alessia;SALA, MARINA;
2008-01-01

Abstract

An alternative method for the synthesis of pseudopeptides containing a psi[CH2NH] amide bond surrogate is reported. The synthetic approach is based on a nucleophilic displacement of the chiral N-protected beta-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 psi[CH2NH] peptide bond isostere in peptide chemistry.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11386/4578318
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