posted on 2020-03-05, 20:13authored byDouglas A. Klumpp, Robert M. Sobel, Smaro G. Kokkinidou, Brian Osei-Badu, Zachary Liveris, Rachel A. Klumpp, Michael R. Stentzel
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.