%0 Journal Article
%T (1R,5S)-6-(4-Methyl-2-oxo-2,5-dihydrofuran-3-yl)-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-7-one
%A Dong-Jun Fu
%A En Zhang
%A Hong-Min Liu
%A Liankun Song
%A Matthew-Alexander Tippin
%A Victor Pham
%A Xiaolin Zi
%J -
%D 2018
%R https://doi.org/10.3390/M1016
%X Abstract Efficient large-scale and feasible industrial synthesis of the 1-oxacephem core structure from 6-aminopenicillanic acid (6-APA) has been reported for several decades. Via the industrial synthesis route, a byproduct (compound 9) containing a butenolide unit was purified and characterized by NMR and HRMS in this work. It is worth noting that compound 9 is an entirely new compound. Additionally, a plausible mechanism and effects on the formation of 9 by different Lewis acids were proposed. The discovery of compound 9 could improve the purity of this feasible industrial synthesis and provide considerable cost savings. View Full-Tex
%K industrial feasible synthesis
%K 6-APA
%K butenolide
%K 1-oxacephem
%U https://www.mdpi.com/1422-8599/2018/3/M1016