Synthesis of Some Biologically Important 3-Oxacepham Derivatives

Authors

  • Mohammad Rafiqul Islam Department of Applied Chemistry & Chemical Technology, University of Dhaka, Dhaka-1000
  • Mohammad Nurnabi Department of Applied Chemistry & Chemical Technology, University of Dhaka, Dhaka-1000
  • AM Sarwaruddin Chowdhury Department of Applied Chemistry & Chemical Technology, University of Dhaka, Dhaka-1000
  • Mohammad Mehdi Masud Department of Pharmaceutical Chemistry, University of Dhaka, Dhaka-1000

Keywords:

Azetedinone, &beta, -lactam, oxacepham, cycloaddition, imine, ketene, oxathiazine

Abstract

The 6H-oxathiazines 1a-e having imine moiety underwent [2+2] cycloaddition with phenoxyacetylchloride in the presence of Et3N to give β-lactam derivatives 2a-e in high yield. The X-ray crystallographic analysis revealed the relative stereochemistry that the substituents at C-2 and C-4 were cis configurated. The subtituents at C-6 and C-7 were also cis to each other. However, the 6H-oxathiazines 1f-i containing tert-butyl or methyl group at C-4 did not undergo the cycloaddition. Key words: Azetedinone, β-lactam, oxacepham, cycloaddition, imine, ketene, oxathiazine. Dhaka Univ. J. Pharm. Sci. Vol.5(1-2) 2006 The full text is of this article is available at the Dhaka Univ. J. Pharm. Sci. website
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Issue

Vol. 5 No. 1 (2006)

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© Dhaka University Journal of Pharmaceutical Sciences

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Articles in DUJPS are licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

How to Cite

Islam, M. R., Nurnabi, M., Chowdhury, A. S., & Masud, M. M. (2007). Synthesis of Some Biologically Important 3-Oxacepham Derivatives. Dhaka University Journal of Pharmaceutical Sciences, 5(1), 47-51. https://doi.org/10.3329/dujps.v5i1.228