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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7371Erstellt: 24. Oktober 2026

Potassium Carbonate → 4-({4-[3-(Benzyloxy)propyl]phenyl}methyl)-5-trifluoromethyl-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazole

https://huagongshe.com/de/reaction/7371

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Eduktalpha-D-Glucopyranosyl bromide, tetraacetateHCID 101776—
Edukt4-({4-[3-(Benzyloxy)propyl]phenyl}methyl)-5-trifluoromethyl-1,2-dihydro-3h-pyrazole-3-oneHCID 21989696—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-({4-[3-(Benzyloxy)propyl]phenyl}methyl)-5-trifluoromethyl-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazoleHCID 6913373441,8%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a solution of 4-({4-[3-(benzyloxy)propyl]phenyl}methyl)-5-trifluoromethyl-1,2-dihydro-3H-pyrazole-3-one (0.83 g) and acetobromo-α-D-glucose (1.5 g) in acetonitrile (12 mL) was added potassium carbonate (0.55 g), and the mixture was stirred at 60° C. for 20 hours. Insoluble materials were removed by filtration, and the solvent of the filtrate was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=1/1-1/2) to give 4-({4-[3-(benzyloxy)propyl]phenyl}methyl)-5-trifluoromethyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (0.64 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087579B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-455c633b370b4a5898ab60ef54ef475f
Quellennotizuspto-grants-2006_08