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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1625725Erstellt: 26. Oktober 2026

Potassium Fluoride → HCID 66608418, Verbindung

https://huagongshe.com/reaction/1625725

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium FluorideHCID 522689—
EduktTributyl-(4-ethylphenyl)stannaneHCID 60041267—
Edukt4-(bromomethyl)-1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-1,2,3-triazoleHCID 66608307—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
ProduktHCID 66608418HCID 6660841817,1%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

A solution of 4-(bromomethyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole 32 (500 mg) (See Federico G. H. et al., J. Med. Chem. (1979) 29, 496), tri-n-butyl(4-ethylphenyl)tin 33 (604 mg) and tetrakis(triphenylphosphine)palladium (0) (59 mg) in tetrahydrofuran (10 ml) was stirred under heating at 70° C. for 12 hours under argon atmosphere. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and then, an aqueous potassium fluoride solution was added thereto and the mixture was stirred at room temperature for one hour. Insoluble materials were filtered off, and the filtrate was washed with water, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10-50:50) to give 4-(4-ethylphenylmethyl)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,3-triazole 34 (90 mg) as a colorless solid. APCI-Mass m/Z 518 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08785403B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-4c60b556211e479ba1a287acf006ada8
Quellennotizuspto-grants-2014_07