Synthesis and Applications of β-Aminoethanesulfonyl Azides

Arwin J. Brouwer; Remco Merkx; Katarzyna Dabrowska; Dirk T. S. Rijkers; Rob M. J. Liskamp

doi:10.1055/s-2006-926273

PAPER

Synthesis and Applications of β-Aminoethanesulfonyl Azides

Arwin J. Brouwer, Remco Merkx, Katarzyna Dabrowska, Dirk T. S. Rijkers, Rob M. J. Liskamp*
Department of Medicinal Chemistry, Utrecht Institute for Pharmaceutical Sciences, Utrecht University, P.O. Box 80082, 3508 TB Utrecht, The Netherlands
Fax: +31(30)2536655; e-Mail: R.M.J.Liskamp@pharm.uu.nl;

Abstract

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Abstract

A very efficient method for the synthesis of β-aminoethanesulfonyl azides is descibed. These aliphatic sulfonyl azides are accessible starting from a variety of protected amino acids, including those having functionalized side chains. Furthermore, these sulfonyl azides can be coupled to thio acids, and can be substituted with different aliphatic amines.

Key words

sulfonyl azide - sulfonyl chloride - amino acid - sulfonamides

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Referenzen

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In the NMR spectra, also broad, low-intensity signals were observed, presumably due to the presence of the minor Fmoc rotamer.