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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 466104Erstellt: 24. Oktober 2026

Benzyl Bromide → Uridine, 2'-deoxy-5-fluoro-3'-O-(phenylmethyl)-

https://huagongshe.com/de/reaction/466104

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl BromideHCID 7498—
EduktPotassium HydroxideHCID 14797—
Edukt2'-deoxy-5'-O-trityl-5-fluorouridineHCID 10838704—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktUridine, 2'-deoxy-5-fluoro-3'-O-(phenylmethyl)-HCID 1066457472,6%

Reaktionsschritte

In 50 ml of dioxane was dissolved 10 g of 2'-deoxy-5'-O-trityl-5-fluorouridine. To the solution were added 2.9 ml of benzyl bromide and 14.6 g of particles of potassium hydroxide. The mixture was stirred at room temperature for 1 hour. The solvent was distilled off and the residue was dissolved in 80 ml of a 80% solution of acetic acid to undergo reaction at 50° to 60° C. for 2 hours. The reaction mixture was cooled with ice for 1 hour, the trityl alcohol was separated by filtration and the mother liquor was concentrated. To the concentrate was added ethanol and the mixture was stirred. The crystals precipitated were separated by filtration and dried, affording 5.0 g of the title compound in a yield of 72%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05155113
Quelldatensatzuspto-grants-1992_10
ORD IDord-70939b8e63cd4aa28cc987d78df48095
Quellennotizuspto-grants-1992_10