Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | HCID 57558161 | HCID 57558161 | — |
| Product | HCID 57558083 | HCID 57558083 | 54% |
Reaction Steps
The (R)-2-methanesulfonyloxy-2-{(S)-2-oxo-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]oxazolidin-5-yl}ethyl methanesulfonate (53 mg, 0.0897 mmol) obtained in step A was dissolved in acetic anhydride (1 ml). Thereafter, potassium acetate (44 mg, 0.449 mmol) was added to the solution, and the obtained mixture was then stirred at 120° C. for 6 hours. The reaction solution was cooled to a room temperature. A saturated sodium bicarbonate aqueous solution was added thereto, and the obtained mixture was then extracted with ethyl acetate. The extract was washed with water and a saturated saline solution, and was then dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel column chromatography (methylene chloride:methanol=50:1), so as to obtain (S)-2-acetoxy-2-{(S)-2-oxo-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]oxazolidin-5-yl}ethyl acetate (25 mg, 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07820693B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-80c0863b450a420582616918f78a8a5b |
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| Source note | uspto-grants-2010_10 |
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