Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 1,1-Dimethylhexahydro-3H-[1,3]oxazolo[3,4-a]pyrazin-3-one | HCID 23122055 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23121914 | HCID 23121914 | 81.7% |
Reaction Steps
Hexahydro-1,1-dimethyl-3H-oxazolo[3,4-a]pyrazin-3-one (0.10 g, 0.59 mmol) was dissolved in tetrahydrofuran (10 mL). Triethylamine (0.17 mL, 1.2 mmol) and phenyl chlorocarbonate (0.11 mL, 0.88 mmol) were added, and the mixture was stirred at room temperature for 2 hours. To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The extract was washed with an aqueous sodium hydrogen carbonate solution, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=3:1 to 1:2). After purification, the crystals, which were precipitated while concentrating under reduced pressure, were collected by filtration to obtain the title compound (0.14 g, yield 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07795267B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-17bceb8bfa4442ada05a9a38b1562bca |
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| Source note | uspto-grants-2010_09 |
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