Synthesis of lactose-based S-linked sialylmimetics of alpha(2,3)-sialosides.
Abstract
A new approach toward the synthesis of lactose-based S-linked sialylmimetics of a(2,3)-linked sialosides is described. These compounds, represented by the general structure 3, were prepared from methyl ߭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.A new approach toward the synthesis of lactose-based S-linked sialylmimetics of a(2,3)-linked sialosides is described. These compounds, represented by the general structure 3, were prepared from methyl ߭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.
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Journal Title
Organic Letters
Volume
5
Issue
23
Publisher URI
Copyright Statement
© 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.
Subject
Chemical sciences