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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187965Generated: October 30, 2026

Hydrogen Peroxide → (R)-4-(tert-Butyldimethylsilanyloxy)-6-oxabicyclo[3.1.0]hexan-2-one

https://huagongshe.com/reaction/2187965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen PeroxideHCID 784—
ReactantSodium HydroxideHCID 14798—
Reactant(4R)-(+)-t-Butyldimethylsiloxy-2-cyclopenten-1-oneHCID 2734530—
SolventMethanolHCID 887—
Product(R)-4-(tert-Butyldimethylsilanyloxy)-6-oxabicyclo[3.1.0]hexan-2-oneHCID 86587272—

Reaction Conditions

Temperature0 °C

Reaction Steps

Hydrogen peroxide (4.5 mL, 46.3 mmol, 30% by wt.) and 1N NaOH (46 μL, 0.046 mmol) were added to a solution of enone 2 (2.5 g, 11.5 mmol) in MeOH (30 mL) at 0° C. After stirring 1.5 h at 0° C. the mixture was concentrated in vacuo, washed with saturated aqueous NH4Cl and extracted with CH2Cl2 (3×). The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to afford the above titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410591B1
Source datasetuspto-grants-2002_06
ORD IDord-02c255224f75442a9f455a8d0e694af2
Source noteuspto-grants-2002_06