1416152-75-4Relevant academic research and scientific papers
First gram-scale synthesis of a heparin-related dodecasaccharide
Hansen, Steen U.,Miller, Gavin J.,Jayson, Gordon C.,Gardiner, John M.
supporting information, p. 88 - 91 (2013/03/28)
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.
