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Comparison of the Effects of 5- and 6-HOAt on Model Peptide Coupling Reactions Relative to the Cases for the 4- and 7-Isomers
Journal article   Peer reviewed

Comparison of the Effects of 5- and 6-HOAt on Model Peptide Coupling Reactions Relative to the Cases for the 4- and 7-Isomers

Louis A Carpino, Hideko Imazumi, Bruce M Foxman, Michael J Vela, Peter Henklein, Ayman El-Faham, Jana Klose and Michael Bienert
Organic letters, Vol.2(15), pp.2253-2256
07/01/2000
PMID: 10930256

Abstract

Ethers Organic compounds Molecular structure, Reactivity Organic reactions
Synthesis of 5- and 6-HOAt has completed the full set of the four HOAt isomers derived from HOBt by insertion of a single nitrogen atom in the benzenoid nucleus. Comparison of the reactivity of all four isomers in model peptide coupling reactions has confirmed the unique character of the 7-isomer in promoting selectivity and maintaining configuration at the reactive carboxylic acid residue.

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