Application of 10343-06-3. Let’s face it, organic chemistry can seem difficult to learn. Especially from a beginner’s point of view. Like 10343-06-3, Name is 2,3,4,6-Tetra-o-acetyl-D-glucopyranose. In a document type is Article, introducing its new discovery.
Anomeric O-hetarylation of tetra-O-benzyl- and tetra-O-acetylglucose (1a, b) can be directly performed with electrondeficient heteroaromatic/heterocyclic systems 2-14, which contain imide halide moieties. The reactions were carried out in the presence of a base and led, through an exchange of the halide by the glucopyranosyloxy moiety, to the products 2a-14a, 7b-14b. Predominantly or exclusively beta-products were obtained. Systems bearing more than one imide halide moiety, such as cyanuric fluoride (15) or 5-chloro-2,4,6-trifluoropyrimidine (16), can be employed for successive anomeric O-hetarylations. Investigation of the glycosyl donor properties of O-glucosyl heteroaromatic imidates with 6-O-and 4-O-unprotected glucose derivatives 18 and 19 as acceptors and comparison of the results obtained with data for the corresponding beta-trichloroacetimidates 17abeta and 17bbeta, reveals that 2,3,5,6-tetrafluoropyridin-4-yl glucopyranosides 14abeta and 14bbeta exhibit similar properties. For specific tasks, for instance alpha-glucopyranoside formation, 14abeta may even be advantageous.
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Reference：
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics