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Synthesis of Menthol Glycinates and Their Potential as Cooling Agents
Douglas A Klumpp1, Robert M Sobel2, Smaro G Kokkinidou2
1Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, Illinois 60178, United States.
Abstract:
A convenient method of synthesis has been developed for a new class of potential cooling agents, menthol glycinates. These compounds are prepared in two synthetic steps, starting from bromoacetyl bromide and (-)-menthol. The resulting brominated menthol ester readily undergoes substitution reactions with NH3 and 1° or 2° amines to provide menthol glycinates. For most of the prepared compounds, the two-step synthetic procedure requires no aqueous phase extractions.
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