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First Gram-Scale Synthesis of a Heparin-Related Dodecasaccharide

  作者 HANSEN STEEN U; MILLER GAVIN J; JAYSON GORDON C; GARDINER JOHN M  
  选自 期刊  Organic Letters;  卷期  2013年15-1;  页码  88-91  
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[摘要]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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