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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944083Generated: October 31, 2026

Cesium carbonate → HCID 67074619, compound

https://huagongshe.com/reaction/1944083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTetrahydrofuran-3-YL 4-methylbenzenesulfonate, (3R)-HCID 11149197—
ReactantHCID 52914599HCID 52914599—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67074619HCID 67074619—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of Acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-hydroxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester (120 mg, 0.22 mmole) in DMF (3 mL), cesium carbonate (85 mg, 0.27 mmole), Toluene-4-sulfonic acid (R)-(tetrahydro-furan-3-yl)ester (65 mg, 0.27 mmole) was added at room temperature and heated at 60° C. for 6 hours. The reaction mixture was diluted with water (20 mL), and extracted with dichloromethane (2×50 mL). Crude (5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate obtained after the removal of solvent used for next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394772B2
Source datasetuspto-grants-2013_03
ORD IDord-40c968a4103342dbb538bb7e4ae91fe4
Source noteuspto-grants-2013_03