General Synthesis of 3, 4‐Dinitrophenyl α‐Glycopyranosides. Issue 39 (21st October 2019)

• Record Type: Journal Article
• Authors: Wallace, Michael D.; Stubbs, Keith A.
• Is Part Of: ChemistrySelect. Volume 4:Issue 39(2019)
• Page Start: 11427
• Page End: 11429
• Publication Date: 2019-10-21
• Subjects: carbohydrates -- chromogenic substrates -- 3, 4-dinitrophenyl -- glycosidases -- glycosides; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201903489
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A generalised simple method for the synthesis of 3, 4‐dinitrophenyl α‐glycosides is described. The nucleophilic aromatic substitution of 1‐fluoro‐3, 4‐dinitrobenzene can be achieved with a suite of partially protected sugar hemiacetals, under basic conditions. Abstract : Chromogenic substrates have been used extensively to study glycoside hydrolases, therefore simple and general methods to access these useful materials is desired. A simple synthetic methodology to access a relatively underused aryl glycoside is presented.