Chemistry of Natural Compounds

, Volume 18, Issue 4, pp 388–392 | Cite as

Synthesis of some L-idose derivatives

  • V. I. Grishkovets
  • A. E. Zemlyakov
  • V. Ya. Chirva


The synthesis of 3-0-benzyl- and 3-0-mesyl-1,2-0-isopropylidene-β′-L-iodofuranose has been effected on the basis of the intramolecular nucleophilic exchange of a mesyloxy group at C5 in derivatives of 1,2-0-isopropylidene-α-D-glucofuranose. It has been found that in a system of vicinal primary and secondary mesyloxy groups a selective replacement of the primary mesyloxy group by an acetyl group is possible. It has been shown in benzyl and mesyl ethers of 5,6-anhydro-1,2-0 -isopropylidene-β-L-idofuranose the opening of the oxide ring under conditions of acid hydrolysis with the retention of the isopropylidene group is possible.


Potassium Acetate Benzyl Bromide Oxide Ring Aqueous Dioxane Methanesulfonyl Chloride 


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Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • V. I. Grishkovets
  • A. E. Zemlyakov
  • V. Ya. Chirva

There are no affiliations available

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