Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 20030909 | HCID 20030909 | — |
| Reactant | HCID 54136951 | HCID 54136951 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67901865 | HCID 67901865 | 8.9% |
Reaction Steps
In 3 ml of anhydrous N,N-dimethylformamide was dissolved 220 mg of (4R)-4-phenylacetamido-3-isoxazolidinone. To the solution were added, under ice-cooling and stirring, 60 mg of sodium hydride (50% mineral oil) and 0.5 ml of anhydrous N,N-dimethylformamide solution dissolving 220 mg of the Compound (26) obtained in Example 26. The reaction solution was stirred for 69 minutes under ice-cooling, which was then poured into a mixture of ethyl acetate and water. The ethyl acetate layer was taken, washed with water and dried (Na2SO4). The solvent was evaporated off, and the residue was subjected to a silica gel column chromatography, followed by elution with hexane-ethyl acetate (2:1→2:3) to give 32 mg of the subject Compound (30) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04851422 |
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| Source dataset | uspto-grants-1989_07 |
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| ORD ID | ord-df1a9465fe06425184ada2001240f48f |
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| Source note | uspto-grants-1989_07 |
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