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First Gram-Scale Synthesis of a Heparin-Related Dodecasaccharide (2012)
Journal Article
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. https://doi.org/10.1021/ol303112y

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-Id... Read More about First Gram-Scale Synthesis of a Heparin-Related Dodecasaccharide.

Synthesis and Scalable Conversion of l-Iduronamides to Heparin-Related Di- and Tetrasaccharides (2012)
Journal Article
Miller. (2012). Synthesis and Scalable Conversion of l-Iduronamides to Heparin-Related Di- and Tetrasaccharides. Journal of Organic Chemistry, 7823 -7843. https://doi.org/10.1021/jo300722y

A diastereomerically pure cyanohydrin, preparable on kilogram scale, is efficiently converted in one step into a novel l-iduronamide. A new regioselective acylation of this iduronamide and a new mild amide hydrolysis method mediated by amyl nitrite e... Read More about Synthesis and Scalable Conversion of l-Iduronamides to Heparin-Related Di- and Tetrasaccharides.