Klumpp Douglas A, Sobel Robert M, Kokkinidou Smaro G, Osei-Badu Brian, Liveris Zachary, Klumpp Rachel A, Stentzel Michael R
Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, Illinois 60178, United States.
FONA International, Inc., 1900 Averill Rd, Geneva, Illinois 60134, United States.
ACS Omega. 2020 Feb 13;5(8):4043-4049. doi: 10.1021/acsomega.9b03624. eCollection 2020 Mar 3.
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.
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。