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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 232347Generated: October 30, 2026

Methanol → HCID 18633465, compound

https://huagongshe.com/reaction/232347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant5-Bromo-2'-deoxycytidineHCID 472175—
SolventPyridineHCID 1049—
ProductHCID 18633465HCID 1863346549.1%

Reaction Steps

A solution of 3.06 g of 5-bromo-2'-deoxycytidine and 2.3 g of p-toluenesulfonyl chloride in 50 ml of pyridine was stirred at 4° C. for 24 hours. An additional 1.91 g of p-toluenesulfonyl chloride were added and stirring was continued at 4° C. for an additional 22 hours. 20 ml of methanol were added, the mixture was stirred at room temperature for 30 minutes and then evaporated. The crude product was subjected to flash chromatography on a column of silica gel using ethyl acetate/methanol (9:1) for the elution, there being obtained 2.26 g of 5-bromo-2'-deoxy-5'-O-p-toluenesulfonylcytidine in the form of a white solid of melting point 168° C. (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04851519
Source datasetuspto-grants-1989_07
ORD IDord-79a81be7968a4719b31f87920e9b56a4
Source noteuspto-grants-1989_07