Synthesis of Hyaluronic Acid Oligomers Using Ph2SO/Tf2O-Mediated Glycosylations

Jasper Dinkelaar, Jeroen D. C. Codée, Leendert J. van den Bos, Herman S. Overkleeft, and Gijsbert A. van der Marel*
Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands
J. Org. Chem., 2007, 72 (15), pp 5737–5742
DOI: 10.1021/jo070704s
Publication Date (Web): June 22, 2007
Copyright © 2007 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, marel_g@chem.leidenuniv.nl

Abstract

Abstract Image

The synthesis of hyaluronic acid (HA) oligomers using a stepwise glycosylation strategy is described. This method employs protected 1-hydroxyuronic acid and 1-phenylthio glucosamine donors, both of which are activated with the Ph2SO/Tf2O activator system.

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History

  • Published In Issue July 20, 2007
  • Received April 10, 2007

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