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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466102Generated: October 26, 2026

Water → 2'-deoxy-3'-O-benzyl-5'-O-trityl-5-fluorouridine

https://huagongshe.com/reaction/466102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium HydroxideHCID 14797—
Reactant2'-deoxy-5'-O-trityl-5-fluorouridineHCID 10838704—
Solvent1,4-DioxaneHCID 31275—
Product2'-deoxy-3'-O-benzyl-5'-O-trityl-5-fluorouridineHCID 1067472375.7%

Reaction Steps

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. Thereto was added 40 ml of water. The mixture was adjusted to a pH of about 3 to about 4 and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The sodium sulfate was separated by filtration and the solvent was distilled off, giving as an intermediate 16.0 g of 2'-deoxy-3'-O-benzyl-5'-O-trityl-5-fluorouridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05155113
Source datasetuspto-grants-1992_10
ORD IDord-02a229dccd194282ba4a849f04e59d47
Source noteuspto-grants-1992_10