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The journal of peptide research : official journal of the American Peptide Society

Simple and stereospecific homologation of urethane-protected alpha-amino acids to their higher homologs using HBTU.


PMID 12662356

Abstract

A simple, efficient and stereospecific approach for the homologation of urethane-protected alpha-amino acids to beta-amino acids by the Arndt-Eistert method employing Fmoc-/Boc-alpha-amino acid and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyl-uronium hexafluorophosphate mixture for the acylation of diazomethane synthesizing the key intermediates Fmoc-/Boc-alpha-aminodiazomethanes as crystalline solids is described.