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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7358Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/7358

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktalpha-D-Glucopyranosyl bromide, tetraacetateHCID 101776—
Edukt5-Methyl-4-{[4-(cyclopropylidenemethyl)phenyl]methyl}-1,2-dihydro-3h-pyrazol-3-oneHCID 21989704—
KatalysatorHCID 178418647HCID 178418647—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Methyl-4-{[4-(cyclopropylidenemethyl)-phenyl]methyl}-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazoleHCID 6913372616,2%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a suspension of 5-methyl-4-{[4-(cyclopropylidenemethyl)phenyl]methyl}-1,2-dihydro-3H-pyrazol-3-one (0.026 g) and acetobromo-α-D-glucose (0.049 g) in tetrahydrofuran was added silver carbonate (0.036 g), and the mixture was stirred at 60° C. overnight under light shielding. The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran) and successively by column chromatography on silica gel (eluent: hexane/ethyl acetate=1/3) to give 5-methyl-4-{[4-(cyclopropylidenemethyl)phenyl]methyl}-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (0.010 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087579B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-9ebaaf178676404ebfef3fc9396de50d
Quellennotizuspto-grants-2006_08