Synthesis of Menthol Glycinates and Their Potential as Cooling Agents | Zendy

Douglas A. Klumpp | Zendy; Robert M. Sobel | Zendy; Smaro Kokkinidou | Zendy; Brian Osei-Badu | Zendy; Zachary Liveris | Zendy; Rachel A. Klumpp | Zendy; Michael R. Stentzel | Zendy

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Synthesis of Menthol Glycinates and Their Potential as Cooling Agents

Author(s) -

Douglas A. Klumpp,

Robert M. Sobel,

Smaro Kokkinidou,

Brian Osei-Badu,

Zachary Liveris,

Rachel A. Klumpp,

Michael R. Stentzel

Publication year - 2020

Publication title -

acs omega

Language(s) - English

Resource type - Journals

ISSN - 2470-1343

DOI - 10.1021/acsomega.9b03624

Subject(s) - menthol , chemistry , bromide , combinatorial chemistry , organic chemistry , aqueous solution

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 NH 3 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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