Synthesis of lactose-based S-linked sialylmimetics of alpha(2,3)-sialosides.

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Title Synthesis of lactose-based S-linked sialylmimetics of alpha(2,3)-sialosides.
Author Liakatos, Angela; Kiefel, Milton; von Itzstein, Mark
Journal Name Organic Letters
Editor Amos B Smith, Carol Carr
Year Published 2003
Place of publication Washington, DC
Publisher American Chemical Society
Abstract A new approach toward the synthesis of lactose-based S-linked sialylmimetics of α(2,3)-linked sialosides is described. These compounds, represented by the general structure 3, were prepared from methyl β-d-lactoside in 11 steps. It was found that the choice of protecting group was crucial to allow the efficient introduction of sulfur at the 3-position of the galactose ring.
Peer Reviewed Yes
Published Yes
Publisher URI http://pubs.acs.org/journal/orlef7
Alternative URI http://dx.doi.org/10.1021/ol035733d
Copyright Statement Copyright 2003 American Chemical Society. Self-archiving of the author-manuscript version is not yet supported by this publisher. Please refer to the journal link for access to the definitive, published version or contact the author for more information.
Volume 5
Issue Number 23
Page from 4365
Page to 4368
ISSN 1523-7060
Date Accessioned 2004-03-19
Date Available 2009-10-19T05:23:48Z
Language en_AU
Research Centre Institute for Glycomics
Faculty Institute for Glycomics
Subject PRE2009-Organic Chemical Synthesis
URI http://hdl.handle.net/10072/5841
Publication Type Journal Articles (Refereed Article)
Publication Type Code c1

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