Journal
TETRAHEDRON LETTERS
Volume 46, Issue 23, Pages 4069-4072Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.04.011
Keywords
peptidomimetics; peptidosulfonamides; beta-aminosulfonyl chlorides
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N-Phthalirnido beta-aminoethanesulfonyl chlorides, new building blocks for the synthesis of peptidosulfonamide peptidomimetics, were prepared in a straightforward manner from amino acids. In the crucial synthetic step, sulfonic acids or their sodium salts were converted into the corresponding sulfonyl chlorides using an excess of refluxing thionyl chloride or thionyl chloride/DMF. This simple and effective chlorinating method is also applicable to beta-aminoethane sulfonic acids and their sodium salts with other N-protecting groups. (c) 2005 Elsevier Ltd. All rights reserved.
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