Selective mono-de-O-acetylation of the per-O-acetylated brasilicardin carbohydrate side chain

Carbohydr Res. 2021 Jun:504:108312. doi: 10.1016/j.carres.2021.108312. Epub 2021 Apr 13.

Abstract

Methanol dried over powdered 4 Å molecular sieves can be used for a selective mono-de-O-acetylation of the phenolic acetyl group of the per-O-acetyl protected brasilicardin A carbohydrate side chain. This reaction opens a practical procedure for a synthetic access to derivates of the immunosuppressive and cytotoxic natural product brasilicardin A.

Keywords: Brasilicardin A; Carbohydrates; Deacetylation; Immunosuppressant; Molecular sieves; Natural products.

MeSH terms

  • Acetylation
  • Carbohydrates* / chemistry

Substances

  • Carbohydrates