Theses and Dissertations - UTB/UTPA

Date of Award


Document Type


Degree Name

Master of Science (MS)



First Advisor

Dr. Bimal K. Banik

Second Advisor

Dr. Elamin E. Ibrahim

Third Advisor

Dr. John R. Villareal


This study presents the synthesis and structure of newly discovered β-lactams and the mechanism of their synthesis via the Staudinger reaction. β-lactams known as 2-azetidinones, are four membered cyclic amides that have been extensively used and recognized as the central motif of the β-lactam antibiotics, the most widely employed family of antimicrobial agent to date. The Staudinger reaction involves the cycloaddition between an acid chloride with an imine, in presence of a tertiary base. The possibility of cooperative effects from two therapeutic functionalities in drug molecules, has prompted interest in the synthesis of Bis-β-lactams. The synthesis of 2 novel Bis-β-lactams was achieved through a series of 4 reactions: nitration, catalytic transfer hydrogenation (amination), preparation of Schiff base or imine, and Bis-β-lactam preparation. Two major products were characterized and these novel Bis-β-lactams were confirmed by both infrared and nuclear magnetic resonance spectroscopy as well as melting point.


Copyright 2012 Jocabed Marquez. All Rights Reserved.β-lactams/docview/1238205166/se-2

Granting Institution

University of Texas-Pan American

Included in

Chemistry Commons