Synthesis 2002(1): 0126-0132
DOI: 10.1055/s-2002-19311
PAPER
© Georg Thieme Verlag Stuttgart · New York

Di-, Tri- and Tetrapeptide-Linked Dicatechol Derivatives

Markus Albrecht*, Oliver Spieß, Matthias Schneider
Institut für Organische Chemie, Universität Karlsruhe, Richard-Willstätter-Allee, 76131 Karlsruhe, Germany
Fax: +49(721)698529; e-Mail: albrecht@ochhades.chemie.uni-karlsruhe.de;
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Publikationsverlauf

Received 25 August 2001
Publikationsdatum:
04. August 2004 (online)

Abstract

Di-, tri- and tetrapeptide linked dicatechol derivatives are prepared by subsequent coupling of 2,3-dimethoxybenzoic acid (2), peptides 3 and 2,3-dimethoxybenzylamine (5) using classical activating conditions (EDC/HOBt or DDC/HOSu). In the final step the methyl ethers at the veratrol units are cleaved to afford the free catechol derivatives 7, which are potential ligands for metal complexes with well defined fixed conformations at the peptide spacers.