Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372519Generated: October 26, 2026

Ethanol → 3'-O-Methanesulfonyl-5'-O-trityl-2'-deoxyuridine

https://huagongshe.com/reaction/2372519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantChloroformHCID 6212—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant2'-Deoxy-5'-O-(triphenylmethyl)uridineHCID 13711960—
SolventPyridineHCID 1049—
Product3'-O-Methanesulfonyl-5'-O-trityl-2'-deoxyuridineHCID 13711962—

Reaction Conditions

Temperature4 °C

Reaction Steps

The product of Example 1 (59 g, 0.13 mol) was dissolved at room temperature in 120 mL of pyridine. The solution was put into an ice bath and 29 mL of methanesulfonyl chloride (0.34 mol) was added dropwise. The resulting solution was allowed to stir at 4° C. for 24 hours. The reaction mixture was added in three portions at a slow flow rate into a blender as described previously. The pea-green solid was collected by filtration, washed twice with 2 L of water, and dried to yield 58 g (93%). The compound started to soften at 85° C. and melted at 106-108° C. Rf =0.62 (CHCl3 --EtOH, 10:1). Anal. (C29H28N2O7S).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05099010
Source datasetuspto-grants-1992_03
ORD IDord-3ebd16bc27884e7cb445390ed9808b90
Source noteuspto-grants-1992_03