General Synthesis of 3,4-Dinitrophenyl α-Glycopyranosides

Michael D. Wallace; Keith A. Stubbs

doi:10.1002/slct.201903489

General Synthesis of 3,4-Dinitrophenyl α-Glycopyranosides

Michael D. Wallace, Keith A. Stubbs

School of Molecular Sciences

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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.

Original language	English
Pages (from-to)	11427-11429
Number of pages	3
Journal	ChemistrySelect
Volume	4
Issue number	39
DOIs	https://doi.org/10.1002/slct.201903489
Publication status	Published - 24 Oct 2019

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10.1002/slct.201903489

Full Text_General Synthesis_Revised_manuscriptAccepted author manuscript, 644 KBLicence: CC BY

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title = "General Synthesis of 3,4-Dinitrophenyl α-Glycopyranosides",

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.",

keywords = "3,4-dinitrophenyl, carbohydrates, chromogenic substrates, glycosidases, glycosides",

author = "Wallace, {Michael D.} and Stubbs, {Keith A.}",

year = "2019",

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AU - Wallace, Michael D.

AU - Stubbs, Keith A.

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N2 - 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.

AB - 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.

KW - 3,4-dinitrophenyl

KW - carbohydrates

KW - chromogenic substrates

KW - glycosidases

KW - glycosides

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JO - Chemistry Select

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General Synthesis of 3,4-Dinitrophenyl α-Glycopyranosides

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The Development of Tools to Study Carbohydrate-Processing Enzymes Implicated in Human Disease

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General Synthesis of 3,4-Dinitrophenyl α-Glycopyranosides

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The Development of Tools to Study Carbohydrate-Processing Enzymes Implicated in Human Disease

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