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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 932009Generated: October 30, 2026

Sodium periodate → 2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopent-2-enyl)-3-methyl-2-oxopiperidin-3-yl)acetaldehyde

https://huagongshe.com/reaction/932009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium periodateHCID 23667635—
Reactant(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopent-2-enyl)-3-(2,3-dihydroxypropyl)-3-methylpiperidin-2-oneHCID 58573274—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopent-2-enyl)-3-methyl-2-oxopiperidin-3-yl)acetaldehydeHCID 58573961—

Reaction Steps

To a solution of (3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(cyclopent-2-enyl)-3-(2,3-dihydroxypropyl)-3-methylpiperidin-2-one (Example 102, Step D) (286 mg, 0.603 mmol) in THF (3 mL) and water (3 mL) was added sodium periodate (258 mg, 1.206 mmol) at room temperature. The slurry was stirred at room temperature for 1 h and then diluted with EtOAc and the layers were separated. The organic layer was washed with sat. Na2S2O3 and sat. aq. NaCl solution and dried over Na2SO4 and concentrated under reduced pressure to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296736B2
Source datasetuspto-grants-2016_03
ORD IDord-43c26579cd1c49f8b5703ba8bbc5d0d4
Source noteuspto-grants-2016_03