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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33125Erstellt: 23. Oktober 2026

Water → 3-(beta-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methyl-1-propylpyrazole

https://huagongshe.com/de/reaction/33125

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCesium carbonateHCID 10796—
Edukt1-IodopropaneHCID 33643—
Edukt3-(beta-D-glucopyranosyloxy)-4-[(4-iso-propoxyphenyl)methyl]-5-methyl-1H-pyrazoleHCID 9801558—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(beta-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methyl-1-propylpyrazoleHCID 9846587—

Reaktionsschritte

To a suspension of 3-(β-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methyl-1H-pyrazole (50 mg) and cesium carbonate (0.20 g) in N,N-dimethylformamide (1 mL) was added 1-iodopropane (0.036 mL) at 50° C., and the mixture was stirred overnight. Water was added to the reaction mixture, and the resulting mixture was purified by solid phase extraction on ODS (washing solvent: distilled water, eluent: methanol). The resulting semi-purified material was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=8/1) to give 3-(β-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methyl-1-propylpyrazole (28 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429568B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-db2c580929e44f558650f916d1603c7e
Quellennotizuspto-grants-2008_09