Reductive alkylation of 9-amino-xanthen-3-yloxymethylpoly(styrene): a novel procedure for the synthesis of peptidyl N-alkyl amides by Fmoc/But chemistry

Abstract

Reductive N-alkylation of the ‘amide’ anchor resin, 9-amino-xanthen-3-yloxymethyl poly(styrene)1, by sequential treatment with alkyl aldehydes under mild acidic conditions followed by NaBH₄ in MeOH–DMF, and then followed by optimised Fmoc/Bu^t solid-phase peptide synthetic procedures afforded an unique class of peptidyl N-alkyl amides in excellent yields.