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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892150Generated: October 29, 2026

Hydrogen Peroxide → (2S,3R)-5-(3',5'-difluorobiphenyl-4-yl)-2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-3-(formyloxy)pentanoic acid

https://huagongshe.com/reaction/1892150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen PeroxideHCID 784—
ReactantSodium ChloriteHCID 23668197—
ReactantMonosodium phosphateHCID 23672064—
Reactant(1R,2S)-1-[2-(3',5'-difluorobiphenyl-4-yl)ethyl]-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-formylbutyl formateHCID 86640489—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product(2S,3R)-5-(3',5'-difluorobiphenyl-4-yl)-2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-3-(formyloxy)pentanoic acidHCID 8664048896.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

The compound (0.12 g) obtained from step d was taken in acetonitrile (6 mL) and water (1 mL), to this solution sodiumdihydrogen phosphate (0.05 g) was added. Reaction mixture was cooled to 0° C. and hydrogen peroxide (0.5 mL) and sodium chlorite (0.15 g) were added. After stirring the reaction mixture for additional 1 hour, solvents were evaporated on rotaevaporator, the residue was taken into water and extracted with ethyl acetate. Organic layer was washed with water and brine solution and dried over anhydrous sodium sulphate. Solvent was evaporated under the reduced pressure, to get the title compound (0.12 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507670B2
Source datasetuspto-grants-2013_08
ORD IDord-6e380f31c8994a0fab80f5f2f21c2ed6
Source noteuspto-grants-2013_08