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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (4R)-(+)-t-Butyldimethylsiloxy-2-cyclopenten-1-one | HCID 2734530 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-4-(tert-Butyldimethylsilanyloxy)-6-oxabicyclo[3.1.0]hexan-2-one | HCID 86587272 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06410591B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-02c255224f75442a9f455a8d0e694af2 |
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| Source note | uspto-grants-2002_06 |
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