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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 728614Erstellt: 24. Oktober 2026

2,2-Dimethoxypropane → 5-fluoro-1-[(4R,6R)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione

https://huagongshe.com/de/reaction/728614

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,2-DimethoxypropaneHCID 6495—
Edukt5-FluorouridineHCID 9427—
EduktSodium BicarbonateHCID 516892—
Eduktp-Toluenesulfonic acid monohydrateHCID 521998—
LösungsmittelAcetoneHCID 180—
Produkt5-fluoro-1-[(4R,6R)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dioneHCID 20083184%

Reaktionsschritte

In 750 ml of acetone were added 15 g of 5-fluorouridine, 7.5 ml of 2,2-dimethoxypropane and 1.1 g of p-toluenesulfonic acid monohydrate, and the mixture was reacted at room temperature for 4.5 hours under stirring. After allowed to stand overnight at room temperature, 5 g of sodium hydrogen carbonate was added to the reaction mixture and the mixture was stirred at room temperature for 2.5 hours. After insolubles were filtered off, the filtrate was condensed under reduced pressure, and the obtained crystals were recrystallized from ethanol to give 15.7 g (Yield: 84%) of the title compound as colorless needle crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05049551
Quelldatensatzuspto-grants-1991_09
ORD IDord-b2094df13ded4c48ba4c120b1194933f
Quellennotizuspto-grants-1991_09