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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617377Generated: October 30, 2026

(2R,5R)-2-(t-butyl)-5-((1R)-3-oxocyclopentyl)-5-phenyl-1,3-dioxolan-4-one → (2R)-[(1R)-3-oxocyclopentyl]-2-hydroxy-2-phenylacetic acid

https://huagongshe.com/reaction/617377

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R,5R)-2-(t-butyl)-5-((1R)-3-oxocyclopentyl)-5-phenyl-1,3-dioxolan-4-oneHCID 11174148—
SolventMethanolHCID 887—
SolventSodium HydroxideHCID 14798—
Product(2R)-[(1R)-3-oxocyclopentyl]-2-hydroxy-2-phenylacetic acidHCID 54364298101.6%

Reaction Steps

To a solution of 61 mg of (2R,5R)-2-(t-butyl)-5-[(1R)-3-oxocyclopentyl]-5-phenyl-1,3-dioxolan-4-one in 3 ml of methanol, 1 ml of 1N aqueous sodium hydroxide solution was added, followed by stirring for 3 hours at room temperature. Distilling the methanol off under reduced pressure, the residue was diluted with water and washed with diethyl ether. The aqueous layer was made acidic with 1N hydrochloric acid and extracted with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate to provide 48 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05948792
Source datasetuspto-grants-1999_09
ORD IDord-b69a9106953d429aa541abf79f28d33a
Source noteuspto-grants-1999_09