Synthesis of dimethylcarbamothioyl)sulfanyl]-β-D-galactopyranose as a renewable scaffold with promising potential in green chemistry
Paper ID : 1091-ISCH
Authors
Reham A Mohamed-Ezzat *1, Galal H Elgemeie2
11Chemistry of Natural and Microbial Products Department, Pharmaceutical and Drug Industries Research Institute, National Research Centre, Dokki, Cairo, Egypt.
22Chemistry Department, Faculty of science, Helwan University, Cairo, Egypt
Abstract
Thioglycosides have drawn a lot of attention as they act as glycosyl donors in a number of chemical reactions. They can be activated for glycosylation under a variety of conditions and are compatible with the most typical manipulations of carbohydrate-protecting groups. Their stability in such procedures is an additional advantage. Owing to the great diversity of their molecular structures, oligosaccharides and glycoconjugates exhibit a broad spectrum of biological functions. Because of their biological significance, they are particularly interesting synthetic targets. Synthetic carbohydrate chemistry has long been a key topic of interest in organic chemistry. Furthermore, it has been found that certain thioglycoside derivatives block the glycosylation of proteins.
Herein, we report the synthesis of the N,N-dimethylcarbamodithio(2,3,4,6-tetra-O-acetyl-β-D-galactopyranose) by reacting the cyano‌carbonimidodithioate derivative with the protected α-D-galactopyranosyl bromide at room temperature. As a renewable, biodegradable sugar-derived intermediate that facilitates more effective, catalytic, and enzyme-compatible glycosylation techniques and offers a bio-based substitute for petrochemical scaffolds, this compound can play a role in green chemistry and represents a promising intermediate for developing glycosylation strategies.
Keywords
Synthesis, thiocarbamate, crystal structure.
Status: Abstract Accepted (Poster Presentation)