What Kind of Chemistry Facts Are We Going to Learn About (2R,3R,4S,5S,6S)-2-Hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Catalysts are substances that increase the reaction rate of a chemical reaction without being consumed in the process. Introducing a new discovery about 73464-50-3, Name is (2R,3R,4S,5S,6S)-2-Hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate, Related Products of 73464-50-3.

The synthesis of the fully benzylated alpha- and beta-D-glucopyranosyluronic esters of 1-benzyl N-benzyloxycarbonyl-L-aspartic and glutamic acids and N-(tert-butoxycarbonyl)-L-phenylalanine, followed by hydrogenolysis, afforded the respective anomers of the 1-O-acyl-D-glucopyranuronic acids 2, 7, and 12.Esterification of both anomers of the N-acetylated derivatives of 2 and 7 by diazomethane was accompanied by glycosyl-bond cleavage and in the case of the alpha anomers, with concomitant 1-2 acyl migration to give, after O-acetylation, the 2-O-acyl O-acetyl methyl ester derivatives 5 and 10, respectively.Similarly, 12alpha yielded methyl 1,3,4- tri-O-acetyl-2-O--D-glucopyranuronate and an analogue having a furanurono-6,3-lactone structure.Esterification of the C-5 carboxyl group in 1-O-acyl-alpha-D-glucopyranuronic acids by methanol in presence of the BF3-MeOH reagent (1-1.5 equiv.) proceeded without acyl migration.By using this procedure, followed by acetylation, the N-acetylated derivative of 7alpha afforded methyl 2,3,4-tri-O-acetyl-1-O-(1-methyl N-acetyl-L-glutam-5-oyl)-alpha-D-glucopyranuronate, and 12alpha gave methyl 2,3,4-tri-O-acetyl-1-O-(N-acetyl-L-phenylalanyl)-alpha-D-glucopyranuronate; the formation of the latter involved cleavage of the tert-butoxycarbonyl group by BF3, followed by N-acetylation in the next step.

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Reference：
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics