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School of Pharmaceutical Sciences & Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou University, Zhengzhou 450001, China
Department of Urology, University of California, Irvine, Orange, CA 92868, USA
Author to whom correspondence should be addressed.
Molbank 2018, 2018(3), M1016;
Received: 11 August 2018 / Revised: 25 August 2018 / Accepted: 28 August 2018 / Published: 30 August 2018
(This article belongs to the Collection Molecules from Catalytic Processes)
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-Text
Keywords: industrial feasible synthesis; 6-APA; butenolide; 1-oxacephem industrial feasible synthesis; 6-APA; butenolide; 1-oxacephem
MDPI and ACS Style

Fu, D.-J.; Pham, V.; Tippin, M.-A.; Song, L.; Zi, X.; Zhang, E.; Liu, H.-M. (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. Molbank 2018, 2018, M1016.

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