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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239928Generated: October 30, 2026

Cesium carbonate → HCID 86608942, compound

https://huagongshe.com/reaction/2239928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonateHCID 13837326—
Reactant1-Chloro-4-(beta-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzeneHCID 86600674—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 86608942HCID 86608942—

Reaction Conditions

Temperature75 °C

Reaction Steps

0.19 g (S)-3-(4-methylphenylsulfonyloxy)-tetrahydrofuran are added to a mixture of 0.20 g 1-chloro-4-(β-D-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzene and 0.29 g cesium carbonate in 2.5 ml dimethylformamide. The mixture is stirred at 75° C. for 4 h, before another 0.29 g caesium carbonate and 0.19 g (S)-3-(4-methylphenyl-sulfonyloxy)-tetrahydrofuran are added. After an additional 14 h stirring at 75° C. the mixture is cooled to ambient temperature, and brine is added. The resulting mixture is extracted with ethyl acetate, the combined organic extracts are dried over sodium sulfate, and the solvent is removed. The residue is purified by chromatography on silica gel (dichloromethane/methanol 1:0->5:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723309B2
Source datasetuspto-grants-2010_05
ORD IDord-b280df1f66684ad190873a17bf239efa
Source noteuspto-grants-2010_05