Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | O-Xylene | HCID 7237 | — |
| Reactant | HCID 86644627 | HCID 86644627 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 136115984 | HCID 136115984 | 98.9% |
Reaction Steps
A mixture of tert-butyl [(1S,2R)-2-{amino[({[(2-ethyl hexyl)oxy]carbonyl}oxy)imino]methyl}cyclopentyl]carbamate (492 mg) and xylene (10 ml) was stirred at an outside temperature of 140° C. for 4 hours. The reaction mixture was left to be cooled, ethyl acetate (40 ml) was added, followed by washing with saturated brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was then removed by evaporation under reduced pressure. The residue was purified by silica gel column chromatography (1% methanol-chloroform) to obtain tert-butyl [(1S,2R)-2-(5-oxo -4,5-dihydro-1,2,4-oxadiazol-3-yl)cyclopentyl]carbamate (328 mg) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030489B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-d292ffdedb3a4e14b82126ed1078c6b9 |
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| Source note | uspto-grants-2011_10 |
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