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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703553Generated: October 26, 2026

Floxuridine → 2'-deoxy-5-fluoro-3'-O-(4-fluorobenzyl)uridine

https://huagongshe.com/reaction/703553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFloxuridineHCID 5790—
Reactant4-Fluorobenzyl chlorideHCID 9602—
ReactantPotassium HydroxideHCID 14797—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2'-deoxy-5-fluoro-3'-O-(4-fluorobenzyl)uridineHCID 1052204420%

Reaction Conditions

Temperature35 °C

Reaction Steps

A 7.5 g quantity of potassium hydroxide was dissolved in a mixture of 300 ml of water and 80 ml of dioxane. To the solution were added 2.00 g of 2'-deoxy-5-fluorouridine and 4.9 ml of 4-fluorobenzyl chloride, and the resulting mixture was stirred at 35° C. for 2 days. After the reaction, the same subsequent procedure as in Examples 4 and 5 was carried out, and the residue was placed on a silica gel column and eluted with 2% methanol-chloroform, thereby producing 0.57 g of the title compound in a yield of 20%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04983609
Source datasetuspto-grants-1991_01
ORD IDord-c931dc5b82d64d9da2ca863fc75a06e7
Source noteuspto-grants-1991_01