Practical de-O-acylation reactions promoted by molecular sieves

Carbohydr Res. 2004 Feb 25;339(3):729-32. doi: 10.1016/j.carres.2003.11.021.

Abstract

Methanol dried extensively over molecular sieves, or methanol in combination with powdered molecular sieves, serves as a good acceptor for acyl transfer reactions. Several O-acetylated and O-benzoylated sugar derivatives were efficiently de-O-acylated using this approach. In the case of per-O-acetylated N-acetylglucosamine, selective anomeric deprotection could be effected in high yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Acylation
  • Carbohydrates / chemistry*
  • Chemistry, Organic / methods*
  • Methanol / chemistry*
  • Molecular Structure

Substances

  • Carbohydrates
  • Methanol