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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474612Generated: October 30, 2026

Cesium carbonate → HCID 89442788, compound

https://huagongshe.com/reaction/1474612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 3608067—
ReactantHCID 86729312HCID 86729312—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 89442788HCID 8944278878.8%

Reaction Steps

To a solution of (2S,3S,4R,5S,6S)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate (300 mg, 0.593 mmol) in dry DMF (6 mL), was added (2-bromoethoxy)(tert-butyl)dimethylsilane (423 mg, 1.78 mmol) and cesium carbonate (578 mg, 1.78 mmol). The reaction mixture was stirred at r.t. for 36 h. After completion of reaction, as confirmed by TLC, the reaction mixture was diluted with ethylacetate (100 mL) and washed with water (3×10 mL). The organic layer was dried over anhydrous Na2SO4 and volatiles were evaporated in vacuo. The residue obtained was purified by column chromatography (silica gel, 2:8 Ethyl acetate:Pet. Ether) to afford title compound (310 mg, 78.8%) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018249B2
Source datasetuspto-grants-2015_04
ORD IDord-a0d813314fec49d884b3b331359c7c86
Source noteuspto-grants-2015_04