Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, get their minds active, and encourage them to do something that doesn’t involve a screen. 74808-09-6, C36H36Cl3NO6. A document type is Article, introducing its new discovery., Quality Control of: (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate
6-O-benzyl- and 6-O-silyl-N-acetyl-2-amino-2-N,3-O-carbonyl-2- deoxyglucosides: Effective glycosyl acceptors in the glucosamine 4-OH series. Effect of anomeric stereochemistry on the removal of the oxazolidinone group
(Chemical Equation Presented) The 4-OH groups of both alpha- and beta-methyl glycosides of N-acetylglucosamine, protected with an oxazolidinone spanning the nitrogen and O-3, and bearing benzyl or silyl protection on O-6, show excellent reactivity as acceptors in couplings to a range of glycosyl donors. The enhanced reactivity of these acceptors is attributed in part to the tied back nature of the oxazolidinone, which reduces hindrance around the nucleophilic oxygen. The N-acetyloxazolidinone function also reduces the tendency seen in simple N-acetylglucosamines toward amide glycosylation, and removes the possibility of problematic hydrogen bonding networks. In the beta-, but not the alpha-, series selective hydrolysis of the N-acetyloxazolidinone directly to the N-acetylglucosamine was possible with barium hydroxide, a feature attributed to chelate formation between the acetamide carbonyl group and the glycosidic oxygen in the beta-series.
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Reference：
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics