Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5220059 | Tetrahedron | 2012 | 14 Pages |
Abstract
A glucoronic acid-containing trisaccharide related to the antithrombin-binding DEFGH domain of heparin and its methanesulfonic acid analogues were synthesized. Trisaccharides without sulfonic acid content or possessing a sulfonatomethyl moiety at position 2 or 6 of unit F were prepared in high yields by [DE+F] couplings using the same disaccharide uronate donor, respectively. Synthesis of the trisaccharide with a 3-deoxy-3-sulfonatomethyl function was accomplished in three different pathways, from which a [D+EF] coupling and applying a non-oxidized precursor of the glucuronic acid afforded the trisaccharide in the highest yield.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
László Lázár, Erika MezÅ, Mihály Herczeg, András Lipták, Sándor Antus, Anikó Borbás,