ABSTRACT: The synthesis of two versatile building blocks for supramolecular anion binding motifs, 5-(N-Boc-guanidinocarbonyl)-1H-pyrrole-2-carboxylic acid (1) and 5-(N-Cbz-guanidinocarbonyl)-1H-pyrrole-2-carboxylic acid (2) is reported.
Using these building blocks, a guanidiniocarbonyl-pyrrole anion binding site can easily be introduced into more com-plex molecules by using standard amide coupling conditions. Both syntheses can be performed on a multi-gram scale. The products are obtained in pure form and can be stored as solids without decomposition.
Eur. J. Org. Chem. 01/2008;