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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1445336Erstellt: 26. Oktober 2026

Water → (4,5-Diacetoxy-6-acetoxymethyl-2-[5-isopropyl-2-(4-methoxy-benzoyl)-thiophen-3-yloxy]-tetrahydro-pyran-3-yl) acetate

https://huagongshe.com/reaction/1445336

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Eduktalpha-D-Galactopyranosyl bromide, tetraacetateHCID 102932—
Edukt647833-95-2HCID 135744176—
KatalysatorBenzyltributylammonium chlorideHCID 159952—
LösungsmittelDichloromethaneHCID 6344—
Produkt(4,5-Diacetoxy-6-acetoxymethyl-2-[5-isopropyl-2-(4-methoxy-benzoyl)-thiophen-3-yloxy]-tetrahydro-pyran-3-yl) acetateHCID 21045301—

Reaktionsbedingungen

Temperatur22 °C

Reaktionsschritte

380 mg of (3-hydroxy-5-isopropyl-thiophen-2-yl)-(4-methoxy-phenyl)-methanone, 848 mg of 4,5-diacetoxy-6-acetoxymethyl-2-bromo-tetrahydro-pyran-3-yl acetate, 1.43 g of potassium carbonate and 71.1 mg of benzyltributylammonium chloride were dissolved in 20 ml of dichloromethane, and 1.20 ml of water were added. The reaction mixture was stirred at 22° C. for 40 h. 50 ml of water were added to the reaction mixture, which was extracted twice with 50 ml of dichloromethane each time. The combined organic phases were washed with 50 ml of saturated sodium chloride solution, dried over sodium sulfate and concentrated. The crude product was purified by column chromatography (SiO2, ethyl acetate/n-heptane=1:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07666848B2
Quelldatensatzuspto-grants-2010_02
ORD IDord-dc2315c6fe0a424bafa9c03aefab94e1
Quellennotizuspto-grants-2010_02