Facile preparation of peracetates and per-3-bromobenzoates of alpha-mono- and disaccharides

Zerong Daniel Wang; Mahfuza Matin; Samia Sheikh

doi:10.3390/10101325

Facile preparation of peracetates and per-3-bromobenzoates of alpha-mono- and disaccharides

Molecules. 2005 Oct 31;10(10):1325-34. doi: 10.3390/10101325.

Authors

Zerong Daniel Wang¹, Mahfuza Matin, Samia Sheikh

Affiliation

¹ 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

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Bromobenzoates / chemical synthesis*
Clinical Laboratory Techniques*
Disaccharides / chemistry*
Models, Biological
Monosaccharides / chemistry*
Peracetic Acid / chemical synthesis*

Substances

Bromobenzoates
Disaccharides
Monosaccharides
Peracetic Acid