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https://hdl.handle.net/1959.11/22905
Title: | 4-Hydroxymethyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole | Contributor(s): | Wilkinson, Brendan (author) ; Bornaghi, Laurent F (author); Houston, Todd A (author); Poulsen, Sally-Ann (author); White, Alan R (author) | Publication Date: | 2006 | DOI: | 10.1107/s1600536806040864 | Handle Link: | https://hdl.handle.net/1959.11/22905 | Abstract: | The structure of the title compound, C₁₇H₂₃N₃O₁₀, (2), has been determined as part of our investigation into the synthetic utility of the glucosyl triazole unit in carbohydrate chemistry. Compound (2) was synthesized by the 1,3-dipolar cycloaddition reaction of propargyl alcohol with 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl azide under conditions which afforded (2) exclusively with complete retention of anomeric stereochemistry. The six-membered carbohydrate ring adopts a chair conformation. The non-H substituents are located in equatorial positions. | Publication Type: | Journal Article | Source of Publication: | Acta crystallographica. Section E, 62(11), p. o5065-o5067 | Publisher: | International Union of Crystallography (IUCr) | Place of Publication: | United Kingdom | ISSN: | 2056-9890 1600-5368 |
Fields of Research (FoR) 2008: | 030503 Organic Chemical Synthesis 030105 Instrumental Methods (excl. Immunological and Bioassay Methods) |
Fields of Research (FoR) 2020: | 340503 Organic chemical synthesis 340105 Instrumental methods (excl. immunological and bioassay methods) |
Socio-Economic Objective (SEO) 2008: | 970103 Expanding Knowledge in the Chemical Sciences | Socio-Economic Objective (SEO) 2020: | 280105 Expanding knowledge in the chemical sciences | Peer Reviewed: | Yes | HERDC Category Description: | C1 Refereed Article in a Scholarly Journal |
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Appears in Collections: | Journal Article School of Science and Technology |
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