4-Sulfamoylbenzoyl Resin, Kenner’s “Safety-Catch” Resin

ChemFiles Volume 3 Article 4

4-Sulfamoylbenzoyl resin is a versatile tool for the synthesis of peptides with a broad range of C-terminal modifications. Acylation of this support provides an acylsulfonamide both stable to basic and strongly nucleophilic reaction conditions. After activation with diazomethane (CH2N2), trimethylsilyldiazomethane (TMS-CHN2), or iodoacetonitrile (ICH2CN) the peptide resin linkage is

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  1. Kenner, G. W. et al. J. Chem. Soc., Chem. Commun. 1971, 636.
  2. Backes, B. J.; Ellman, J. A. J. Am. Chem. 1994, 116, 11171.
  3. Backes, B. J. et al. ibid. 1996, 118, 3055.

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