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Synthesis 1985; 1985(12): 1153-1155
DOI: 10.1055/s-1985-31460
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Synthesis of α-Hydroxycarboxamides from Acetonides of α-Hydroxycarboxylic Acids and Primary Amines

A. Khalaj* , E. Nahid
  • *Department of Pharmaceutical Chemistry, College of Pharmacy, Tehran University, Tehran, Iran
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Publication History

Publication Date:
27 September 2002 (online)

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The reaction of acetonides of α-hydroxycarboxylic acids with primary amines on heating provides a useful synthetic route to N-substituted α-hydroxycarboxamides. In general, formation of the α-hydroxycarboxamides is favored by the presence of only small substituents on the acetonide, by sufficient nucleophilicity of the amine, and by high-boiling aprotic solvents.

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