Methyl and Benzyl (Ethyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-d-glucopyranosyl)uronate

Autor: Hannah S. Wootton, Gavin J. Miller
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Molbank, Vol 2024, Iss 3, p M1847 (2024)
Druh dokumentu: article
ISSN: 1422-8599
DOI: 10.3390/M1847
Popis: Methyl and benzyl (ethyl 3,4-di-O-benzyl-2-O-benzoyl-1-thio-β-D-glucopyranosyl)uronate were synthesised from a protected thioglycoside in three steps. A regioselective ring opening of the benzylidene acetal with BH3.THF generated C6-OH material, which was subsequently oxidised using biphasic TEMPO/BAIB conditions. The resultant uronic acid was esterified with either a methyl or benzyl moiety. The products were obtained on a multigram scale and fully characterised by 1H, 13C and 2D NMR, alongside MS and IR analysis.
Databáze: Directory of Open Access Journals
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