Synthesis and GC-EIMS analyses of optically pure 3-hydroxy-2- azetidinones having N-sulfonamide drugs side chain

Article abstract of DOI:10.1080/00397910008087410

A series of new N-sulfonamides of substituted 3-hydroxy-2-azetidinones were prepared by the [2+2] cycloaddition of aldoximes, formed from the condensation of D-(R)-glyceraldehyde acetonide and the potent p-aminophenyl- N-substituted sulfonamides, with benzyloxyacetyl chloride followed by removal of the protecting groups. Obtaining both diastereoisomeric forms of β- lactams by resorting to kinetic resolution starting from racemic imino analogue is also described. The GC-EIMS, spectroscopic and analytical analyses for some of these derivatives are reported.

Full text of DOI:10.1080/00397910008087410

This article was downloaded by: [University of Hong Kong Libraries]
On: 29 July 2013, At: 03:56
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954
Registered office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH,
UK
Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
Publication details, including instructions for
authors and subscription information:
http://www.tandfonline.com/loi/lsyc20
Synthesis and GC-Eims Analyses
of Optically Pure 3-Hydroxy-2-
Azetidinones Having N-
Sulfonamide Drugs Side Chain
Hammed H. A. M. Hassan a & Raafat Soliman b
a Department of Chemistry, Faculty of Science,
Alexandria University, P.O. 426-Ibrahimia, 21321,
Alexandria, Egypt
b Department of Pharmaceutical Chemistry, Faculty
of Pharmacy, Alexandria University, Alexandria,
Egypt
Published online: 04 Dec 2007.
To cite this article: Hammed H. A. M. Hassan & Raafat Soliman (2000) Synthesis
and GC-Eims Analyses of Optically Pure 3-Hydroxy-2-Azetidinones Having N-
Sulfonamide Drugs Side Chain, Synthetic Communications: An International Journal
for Rapid Communication of Synthetic Organic Chemistry, 30:14, 2465-2478, DOI:
10.1080/00397910008087410
To link to this article: http://dx.doi.org/10.1080/00397910008087410
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the
information (the “Content”) contained in the publications on our platform.
However, Taylor & Francis, our agents, and our licensors make no

representations or warranties whatsoever as to the accuracy, completeness,
or suitability for any purpose of the Content. Any opinions and views
expressed in this publication are the opinions and views of the authors, and
are not the views of or endorsed by Taylor & Francis. The accuracy of the
Content should not be relied upon and should be independently verified with
primary sources of information. Taylor and Francis shall not be liable for any
losses, actions, claims, proceedings, demands, costs, expenses, damages,
and other liabilities whatsoever or howsoever caused arising directly or
indirectly in connection with, in relation to or arising out of the use of the
Content.
This article may be used for research, teaching, and private study purposes.
Any substantial or systematic reproduction, redistribution, reselling, loan,
sub-licensing, systematic supply, or distribution in any form to anyone is
expressly forbidden. Terms & Conditions of access and use can be found at
http://www.tandfonline.com/page/terms-and-conditions