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Synlett 1995; 1995(2): 205-206
DOI: 10.1055/s-1995-4897
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Preparation of N-9-Fluorenylmethyloxycarbonyl-Asparagine-Pentafluorophenyl Ester from the Free Acid

Jeffrey I. Gyi* , Richard G. Kinsman, Anthony R. Rees
  • *School of Biology and Biochemistry, University of Bath, Claverton Down, Bath, Avon, BA2 7AY, U.K.
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Publication Date:
31 December 2000 (online)

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We report a new method for synthesising Fmoc-asparagine pentafluorophenyl ester from the free acid which is suitable for use directly in peptide assemblies. The coupling reagent 1-(3-dimethylaminopropyl)-3-ethylcarbodi-imide hydrochloride (EDC) is found to be highly effective for activating non-sidechain protected asparagine and it facilitates an efficient water-based work-up. Yields of product are typically in the range of 65-75%.

Solid phase peptide synthesis - Fmoc-Asn-OPfp - Isotope-edited NMR spectroscopy

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