Synthesis of Menthol Glycinates and Their Potential as Cooling Agents

[Image: see text] 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 subs...

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Autores principales: Klumpp, Douglas A., Sobel, Robert M., Kokkinidou, Smaro G., Osei-Badu, Brian, Liveris, Zachary, Klumpp, Rachel A., Stentzel, Michael R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7057678/
https://www.ncbi.nlm.nih.gov/pubmed/32149231
http://dx.doi.org/10.1021/acsomega.9b03624
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author Klumpp, Douglas A.
Sobel, Robert M.
Kokkinidou, Smaro G.
Osei-Badu, Brian
Liveris, Zachary
Klumpp, Rachel A.
Stentzel, Michael R.
author_facet Klumpp, Douglas A.
Sobel, Robert M.
Kokkinidou, Smaro G.
Osei-Badu, Brian
Liveris, Zachary
Klumpp, Rachel A.
Stentzel, Michael R.
author_sort Klumpp, Douglas A.
collection PubMed
description [Image: see text] 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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spelling pubmed-70576782020-03-06 Synthesis of Menthol Glycinates and Their Potential as Cooling Agents Klumpp, Douglas A. Sobel, Robert M. Kokkinidou, Smaro G. Osei-Badu, Brian Liveris, Zachary Klumpp, Rachel A. Stentzel, Michael R. ACS Omega [Image: see text] 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. American Chemical Society 2020-02-13 /pmc/articles/PMC7057678/ /pubmed/32149231 http://dx.doi.org/10.1021/acsomega.9b03624 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Klumpp, Douglas A.
Sobel, Robert M.
Kokkinidou, Smaro G.
Osei-Badu, Brian
Liveris, Zachary
Klumpp, Rachel A.
Stentzel, Michael R.
Synthesis of Menthol Glycinates and Their Potential as Cooling Agents
title Synthesis of Menthol Glycinates and Their Potential as Cooling Agents
title_full Synthesis of Menthol Glycinates and Their Potential as Cooling Agents
title_fullStr Synthesis of Menthol Glycinates and Their Potential as Cooling Agents
title_full_unstemmed Synthesis of Menthol Glycinates and Their Potential as Cooling Agents
title_short Synthesis of Menthol Glycinates and Their Potential as Cooling Agents
title_sort synthesis of menthol glycinates and their potential as cooling agents
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7057678/
https://www.ncbi.nlm.nih.gov/pubmed/32149231
http://dx.doi.org/10.1021/acsomega.9b03624
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