Molecules (Oct 2019)

<span style="font-variant: small-caps;">d</span>-Idose, <span style="font-variant: small-caps;">d</span>-Iduronic Acid, and <span style="font-variant: small-caps;">d</span>-Idonic Acid from <span style="font-variant: small-caps;">d</span>-Glucose via Seven-Carbon Sugars

  • Zilei Liu,
  • Sarah F. Jenkinson,
  • Akihide Yoshihara,
  • Mark R. Wormald,
  • Ken Izumori,
  • George W. J. Fleet

DOI
https://doi.org/10.3390/molecules24203758
Journal volume & issue
Vol. 24, no. 20
p. 3758

Abstract

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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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