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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703551Generated: October 25, 2026

Floxuridine → 3'-O-(3-chlorobenzyl)-2'-deoxy-5-fluorouridine

https://huagongshe.com/reaction/703551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFloxuridineHCID 5790—
Reactantm,alpha-DichlorotolueneHCID 12103—
ReactantPotassium HydroxideHCID 14797—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product3'-O-(3-chlorobenzyl)-2'-deoxy-5-fluorouridineHCID 1371509314%

Reaction Conditions

Temperature45 °C

Reaction Steps

A 2.00 g quantity of potassium hydroxide was dissolved in a mixture of 75 ml of water and 40 ml of dioxane. To the solution were added 1.00 g of 2'-deoxy-5-fluorouridine and 2.50 g of 3-chlorobenzyl chloride, and the resulting mixture was stirred at 45° C. for 3 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 to conduct a gradient elution with chloroform and mixtures of methanol (up to 2%) and chloroform, thereby producing 0.21 g of the title compound in a yield of 14%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04983609
Source datasetuspto-grants-1991_01
ORD IDord-f08fab3e48b249a3a6117d32e5a51027
Source noteuspto-grants-1991_01