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N-Fmoc-protected(alpha-dipeptidoyl)benzotriazoles for efficient solid-phase peptide synthesis by segment condensation
Journal article   Peer reviewed

N-Fmoc-protected(alpha-dipeptidoyl)benzotriazoles for efficient solid-phase peptide synthesis by segment condensation

Alan R Katritzky, Megumi Yoshioka, Tamari Narindoshvili, Alfred Chung and Niveen M Khashab
Chemical biology & drug design, Vol.72(3), pp.182-188
09/2008
DOI: https://doi.org/10.1111/j.1747-0285.2008.00689.x
PMID: 18715231

Abstract

Microwaves Peptides - chemical synthesis Peptides - chemistry Stereoisomerism Triazoles - chemistry
N-Fmoc-protected(alpha-aminoacyl)benzotriazoles 1a-d readily afford chiral N-Fmoc-protected-alpha-dipeptides 2a-f (77-89%). Compounds 2a-f are further converted into N-Fmoc-protected(alpha-dipeptidoyl)benzotriazoles 3a-f (71% average yield). Under mild microwave irradiation, 3a-f are used in solid-phase peptide segment condensation syntheses to give tri-, tetra-, penta-, hexa-, and heptapeptides (20-68%).

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