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Updated: May 16, 2026

Hierarchical and Programmable One-Pot Oligosaccharide Synthesis
Published on: September 6, 2019
First gram-scale synthesis of a heparin-related dodecasaccharide
Steen U Hansen1, Gavin J Miller, Gordon C Jayson
1Manchester Institute of Biotechnology, School of Chemistry, Faculty of EPS, The University of Manchester, 131 Princess Street, Manchester M1 7DN, UK.
Abstract:
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.
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