Synthesis of New Molecules Containing Head, Spacer, and Label Moieties

Abderrahim Khatyr, Huub Maas, and Gion Calzaferri*
Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, CH-3012, Bern, Switzerland
J. Org. Chem., 2002, 67 (19), pp 6705–6710
DOI: 10.1021/jo025691r
Publication Date (Web): August 29, 2002
Copyright © 2002 American Chemical Society
*

 Address correspondence to this author. Phone:  0041-031-6314236. Fax:  0041-031-6313994.

, gion.calzaferri@iac.unibe.ch

Abstract

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We describe the synthesis and characterization of novel molecules containing head with precise shape, spacer, and label moieties. The protocol is based on a Pd(0)-catalyzed cross-coupling reaction between ethynylphenyl/bromide to obtain a rigid head followed by the attachment of a flexible spacer possessing two reactive functional groups on the termini. The final step consists of forming a covalent bond between spacer and label. In addition, monosubstituted soluble labels were synthesized in good yields.

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History

  • Published In Issue September 20, 2002
  • Received March 7, 2002

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