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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7387Erstellt: 23. Oktober 2026

alpha-D-Glucopyranosyl bromide, tetraacetate → 4-[(4-Isopropoxy-phenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazole

https://huagongshe.com/de/reaction/7387

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktalpha-D-Glucopyranosyl bromide, tetraacetateHCID 101776—
Edukt4-(4-Isopropoxybenzyl)-5-methyl-1H-pyrazol-3(2H)-oneHCID 15542324—
KatalysatorHCID 178418647HCID 178418647—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-[(4-Isopropoxy-phenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazoleHCID 6733507739%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

To a suspension of 4-[(4-isopropoxyphenyl)methyl]-5-methyl-1,2-dihydro-3H-pyrazol-3-one (46 mg), acetobromo-α-D-glucose (99 mg) and 4A molecular sieves in tetrahydrofuran (3 mL) was added silver carbonate (66 mg), and the mixture was stirred at 65° C. overnight under light shielding. The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran), and successively by preparative thin layer chromatography on silica gel (developing solvent: ethyl acetate/hexane=2/1) to give 4-[(4-isopropoxyphenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (42 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087579B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-565d90381b814599892f25d706657501
Quellennotizuspto-grants-2006_08