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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1422553Erstellt: 26. Oktober 2026

Water → 4-O-benzyl-3,6-di-O-acetyl-D-glucose

https://huagongshe.com/reaction/1422553

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium BicarbonateHCID 516892—
Edukt[(2R,3S,4R)-4-acetyloxy-3-phenylmethoxy-3,4-dihydro-2H-pyran-2-yl]methyl acetateHCID 2734732—
EduktHydrobromide monohydrateHCID 22326455—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-O-benzyl-3,6-di-O-acetyl-D-glucoseHCID 86654839—

Reaktionsschritte

48% Hydrobromic acid water solution (0.5 mL) was added to a mixture of 4-O-benzyl-3,6-di-O-acetyl-D-glucal (5 mmol) in tetrahydrofuran (50 mL), and obtained solution was stirred in room temperature. After reaction was completed (TLC) the reaction mixture was poured into the 10% water solution of sodium bicarbonate (125 mL), and water solution was extracted with ethyl acetate (3×30 mL). Combined organic extracts were washed with water and dried over sodium sulfate. Drying agent and solvents were removed and product was purified by column chromatography (SilicaGel 60 Merck), using hexanes:ethyl acetate as eluents.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08927506B2
Quelldatensatzuspto-grants-2015_01
ORD IDord-263635c797c5441f9a11b6f5bc0ab991
Quellennotizuspto-grants-2015_01