Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 11294085 | HCID 11294085 | — |
| Reactant | HCID 68771292 | HCID 68771292 | — |
| Catalyst | Sodium tungstate | HCID 26052 | — |
| Product | HCID 66859765 | HCID 66859765 | — |
Reaction Steps
To a solution of methyl 2-{[2-((4S)-4-{(1E,3R)-3-[1-(4-fluorobutyl)cyclobutyl]-3-hydroxy-1-propenyl}-2-oxo -1,3-oxazolidin-3-yl)ethyl]sulfanyl}-1,3-thiazole-4-carboxylate (methyl ester of compound 8-1) (78.0 mg) in methanol (1.0 mL) were added sodium tungstate(VI) dihydrate (14.0 mg) and 30% hydrogen peroxide solution (0.19 mL) at 0° C. and the solution was stirred for 1 Hour and then for 3 Hours at room temperature. Water was added to the reaction solution, which was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=2:3) to give the title compound (70.4 mg) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501793B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-7307c46bbf8143cc8f7367ad31c075a6 |
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| Source note | uspto-grants-2013_08 |
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