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First Gram-Scale Synthesis of a Heparin-Related Dodecasaccharide

Hansen, Steen U.; Miller, Gavin J.; Jayson, Gordon C.; Gardiner, John M.


Steen U. Hansen

Gordon C. Jayson

John M. Gardiner


The first example of a gram-scale synthesis of a structurally defined, heparin-related dodecasaccharide is reported. An iterative 14-step process using an iduronate donor disaccharide delivers >1g quantities of the dodecasaccharide sequence [GlcNS-IdoA2S]6-OMe in 15% overall yield from the reducing terminal disaccharide, a 2 orders of magnitude increase in scale for access to synthetic heparanoid dodecasaccharide mimetics. The synthesis also delivers multigram amounts of the protected oligosaccharides from tetra- through to dodecasaccharide.


Hansen, S. U., Miller, G. J., Jayson, G. C., & Gardiner, J. M. (2013). First Gram-Scale Synthesis of a Heparin-Related Dodecasaccharide. Organic Letters, 15(1), 88 - 91.

Journal Article Type Article
Online Publication Date Dec 14, 2012
Publication Date Jan 4, 2013
Journal Organic Letters
Print ISSN 1523-7060
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 15
Issue 1
Pages 88 - 91
Publisher URL