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Synthesis 1994; 1994(1): 97-101
DOI: 10.1055/s-1994-25413
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Use of Diphenylacetyl Chloride as Protective Reagent for Sugars

F. Santoyo-González* , F. García-Calvo-Flores, J. Isac-García, R. Robles-Diaz, A. Vargas-Berenguel
  • *Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada, E-18071 Granada, Spain
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Publication History

Publication Date:
17 September 2002 (online)

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Diphenylacetyl chloride is used as a protective reagent for methyl α-D-glucopyranoside, methyl α-D-mannopyranoside, and α,α-trehalose showing a good regioselectivity. The obtained diphenylacetyl esters were readily removed under neutral and mild conditions with N-bromosuccinimide followed by thiourea, in a one-pot reaction, in the presence of acetyl or benzoyl groups.