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Synlett 1997; 1997(3): 265-266
DOI: 10.1055/s-1997-775
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Efficient One-pot Syntheses of Chloroacetyl and S-Acetylmercaptoacetyl N-Glycosides from Glycosyl Azides

Juan J. García-López1 , Francisco Santoyo-González2 , Antonio Vargas-Berenguel1
  • 1Área de Química Orgánica, Facultad de Ciencias Experimentales, Universidad de Almería, E-04120 Almería, Spain
  • 2Instituto de Biotecnología, Facultad de Ciencias, Universidad de Granada, E-18071 Granada, Spain, Fax: +34-58-243186; E-mail: fsantoyo@goliat.ugr.es
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Publication Date:
31 December 2000 (online)

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Two convenient methods for the one-pot synthesis of chloroacetyl and S-acetylmercaptoacetyl N-glycosides from glycosyl azides have been developed. Both methods involve a mild reduction of the azido group using n-Bu3-P and 1,3-propanedithiol as reducing reagents, respectively.

N-glycosides - glycosyl azides - tri-n-butylphosphine - 1,3-propanedithiol - reduction