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d-Idose, d-Iduronic Acid, and d-Idonic Acid from d-Glucose via Seven-Carbon Sugars
Zilei Liu1,2, Sarah F Jenkinson3, Akihide Yoshihara4
1Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Oxford OX1 3TA, UK. zileiliu@scripps.edu.
Abstract:
A practical synthesis of the very rare sugar d-idose and the stable building blocks for d-idose, d-iduronic, and d-idonic acids from ido-heptonic acid requires only isopropylidene protection, Shing silica gel-supported periodate cleavage of the C6-C7 bond of the heptonic acid, and selective reduction of C1 and/or C6. d-Idose is the most unstable of all the aldohexoses and a stable precursor which be stored and then converted under very mild conditions into d-idose is easily prepared.
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