Facile preparation of peracetates and per-3-bromobenzoates of alpha-mono- and disaccharides.
A simple and convenient method for the preparation of fully acetylated and (3- bromo)benzoylated alpha-monosaccharides and disaccharides through vigorous mechanical mixing of solid reactants on a high speed shaker is described. Using this technique a variety of alpha-acylated sugars are prepared, including penta-O-acetyl-alpha-D-galactopyranose, penta-O- acetyl-alpha-D-glucopyranose, penta-O-acetyl-alpha-D-mannopyranose, octa-O-acetyl-alpha-lactose, penta-O-(3-bromo)benzoyl-alpha-D-galactopyranose, penta-O-(3-bromo)benzoyl-alpha-D-gluco- pyranose, penta-O-(3-bromo)benzoyl-alpha-D-mannopyranose, and octa-O-(3-bromo)benzoyl- alpha-lactose.
Wang
Zerong Daniel
ZD
Department of Chemistry, School of Sciences and Computer Engineering, University of Houston-Clear Lake, 2700 Bay Area Boulevard, Houston, TX 77058, USA. wang@cl.uh.edu
Matin
Mahfuza
M
Sheikh
Samia
S
D001970:Bromobenzoates / Q000138:chemical synthesis*; D019411:Clinical Laboratory Techniques; D004187:Disaccharides / Q000737:chemistry*; D008954:Models, Biological; D009005:Monosaccharides / Q000737:chemistry*; D010463:Peracetic Acid / Q000138:chemical synthesis*
D001970:Bromobenzoates; D004187:Disaccharides; D009005:Monosaccharides; D010463:Peracetic Acid