An expeditious synthesis of 3-amino β-lactams derived from polyaromatic compounds

Heterocyclic Communications

Volumn 15, Issue 5, 2009, Pages 323-325

  Rivera, Gildardo ^a   Bandyopadhyay, Debasish ^a   Jaggi, Sonam ^a   Gonzales, R Christopher ^a   Banik, Bimal K ^a  

^a UNIVERSITY OF TEXAS PAN AMERICAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 77649228571     PISSN: 07930283     EISSN: None     Source Type: Journal    
DOI: 10.1515/HC.2009.15.5.323     Document Type: Article

References (6)

1. (a) A. K. Bose, M. S. Manhas, B. K. Banik and V. Srirajan, In The Amide Linkage: Selected Structural Aspects in Chemistry, Biochemistry, and Material Science; Greenberg, A.; Breneman, C. M.; Liebman, J. F. Eds; WileyInterscience: New York, 2000; 157-214 Chapter 7 (β-Lactams: Cyclic Amides of Distinction.)
2. (b) G. I. Georg and V. T. Ravikumar, In The Organic Chemistry of β-Lactams; VCH publishers; Ed. Georg, G. I. New York, 1992.
3. (a) I. Banik, F. F. Becker and B. K. Banik, B. K., J. Med. Chem., 46, 12 (2003).
4. (b) B. K. Banik, F. F. Becker and I. Banik, Bioorg. Med. Chem, 12, 2523 (2004).
5. (c) B. K. Banik, I. Banik, I. and F. F. Becker, Bioorg. Med. Chem., 13, 3611(2004).
6. A general experiment procedure is given as follows: A solution consisting of phthalimido β-lactam (1 mmol) in ethyl alcohol (5 mL) was added ethylene diamine (2 mmol) at room temperature. This mixture was stirred for Ih. Dichloromethane (25 mL) was added to the reaction mixture and it was then washed with brine (10 mL), dried with anhydrous sodium sulfate and evaporated to obtain the crude product. Proton NMR indicated the formation of trans 3amino □-lactams. The pure product was obtained via column chromatography over silica gel using ethyl acetatehexanes (1:4) as the solvent. The compounds have been characterized by IR and NMR.