Microwave-assisted glycosylation for the synthesis of glycopeptides.
An efficient one-step synthesis of O-linked glycosylamino acids is described. This methodology converts commercially available peracetylated mono- and disaccharides activated by cheap and environmentally safe FeCl(3) under microwave irradiation with Fmoc-Ser-OBn to the corresponding beta-glycosides in short reaction times and moderate yields.
Seibel
Jürgen
J
Technical University of Braunschweig, Department for Carbohydrate Technology, Langer Kamp 5, D-38106 Braunschweig, Germany. j.seibel@tu-bs.de
Hillringhaus
Lars
L
Moraru
Roxana
R
D000596:Amino Acids / Q000737:chemistry; D004187:Disaccharides / Q000737:chemistry; D005290:Ferric Compounds / Q000737:chemistry; D006020:Glycopeptides / Q000138:chemical synthesis*; D006031:Glycosylation; D008665:Metalloporphyrins / Q000737:chemistry; D008872:Microwaves
D000596:Amino Acids; D004187:Disaccharides; D005290:Ferric Compounds; D006020:Glycopeptides; D008665:Metalloporphyrins; C059624:ferric chlorin