HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Peroxide → (R)-4-(tert-Butyldimethylsilanyloxy)-6-oxabicyclo[3.1.0]hexan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Hydrogen peroxide (4.5 mL, 46.3 mmol, 30% wt. % solution in water) 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 |
|---|---|
| Patent number | US06956057B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-af3f0bc1c87d49d2a144a2bfaaf48932 |
| Source note | uspto-grants-2005_10 |