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薄荷醇甘氨酸酯的合成及其作为清凉剂的潜力。

Synthesis of Menthol Glycinates and Their Potential as Cooling Agents.

作者信息

Klumpp Douglas A, Sobel Robert M, Kokkinidou Smaro G, Osei-Badu Brian, Liveris Zachary, Klumpp Rachel A, Stentzel Michael R

机构信息

Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, Illinois 60178, United States.

FONA International, Inc., 1900 Averill Rd, Geneva, Illinois 60134, United States.

出版信息

ACS Omega. 2020 Feb 13;5(8):4043-4049. doi: 10.1021/acsomega.9b03624. eCollection 2020 Mar 3.

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 NH 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.

摘要

已开发出一种便捷的合成方法来制备一类新型潜在冷却剂——薄荷醇甘氨酸酯。这些化合物通过两步合成制备,从溴乙酰溴和(-)-薄荷醇开始。所得的溴化薄荷醇酯很容易与NH以及伯胺或仲胺发生取代反应,以提供薄荷醇甘氨酸酯。对于大多数制备的化合物,两步合成程序无需水相萃取。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/22c0/7057678/33992840ae54/ao9b03624_0001.jpg

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