Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1607329Generated: October 25, 2026

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

https://huagongshe.com/reaction/1607329

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 numberUS04864021
Source datasetuspto-grants-1989_09
ORD IDord-c26bd23b88d04f76904afd3a22b3dd35
Source noteuspto-grants-1989_09