13032-69-4

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 709-50-2 methyl beta-D-glucopyranoside 
• 92418-38-7 (3,4,5-trihydroxy-6-methoxytetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate 
• 108-24-7 acetic anhydride 
• 67-56-1 methanol 
• 31873-39-9 methyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-glucopyranoside 
• 23661-35-0 methyl-6-O-(4-toluenesulfonyl)-β-D-glucopyranoside 
• 16668-00-1 methyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside 

Downstream Products

• 7511-38-8 methyl 2,3,4-tri-O-acetyl-6-deoxy-6-iodo-β-D-glucopyranoside 
• 357952-99-9 methyl 2,3,4-tri-O-acetyl-6-thio-6-[2'-(methyl 2-phenylacetate)]-β-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of novel sialylmimetics as biological probes

Glycomimetics are increasingly being recognised as powerful tools in the search for novel compounds that possess useful biological properties. This paper describes our preliminary efforts towards the development of novel mimetics of sialic acid thioglycosides. These sialylmimetics are readily prepared and have been shown, in some instances, to have biological properties similar to sialic acid thioglycosides. Elsevier Science Ltd. All rights reserved.

Cluster glycosides and heteroglycoclusters presented in alternative arrangements

Multivalent carbohydrates, or glycoclusters, are useful tools to study glycan-lectin and glycan-enzyme recognition processes and have wide potential therapeutic applicability. Herein, we report the synthesis of novel glycoclusters presenting glucopyranose

Quantifying the electronic effects of carbohydrate hydroxy groups by using aminosugar models

Methyl amino-deoxy-glycosides with α- and β-gluco, α-galacto, or α-manno stereochemistry with the amino functionality in each of the four possible non-anomeric positions have been synthesized and their pKa values determined by titration. These

Synthesis and biological evaluation of sialylmimetics as rotavirus inhibitors

Rotaviruses cause severe gastroenteritis in infants and are estimated to be responsible for over 600 000 deaths annually, primarily in developing countries. The development of potential inhibitors of this virus is therefore of great interest, particularly since the safety and efficacy of rotaviral vaccines has recently been questioned. This study describes the synthesis of a variety of compounds that can be considered as mimetics of N-acetylneuraminic acid thioglycosides and the subsequent in vitro biological evaluation of these sialylmimetics as inhibitors of rotaviral infection. Our results show that readily accessible carbohydrate-based compounds have the potential to act as inhibitors of rotaviral replication in vitro, presumably through inhibition of the rotaviral adhesion process.

CHAIN ELONGATION BY USE OF AN IRON CARBONYL REAGENT: A FACILE SYNTHESIS OF 6-DEOXYHEPTOSIDURONIC ACIDS

A method of chain elongation at the nonreducing terminal of 6-deoxy-6-halo- and 6-O-tosyl-hexopyranosides, to give methyl (methyl 6-deoxyheptopyranosid)uronates was developed on the basis of organo-iron chemistry.Thus, methyl 2,3,4-tri-O-acetyl-6-O-p-toly