Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 23077499 | HCID 23077499 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 23077745 | HCID 23077745 | 28.9% |
Reaction Steps
To a solution of the above-mentioned crude 9-benzyloxy-2-(3,4-dichlorobenzyl)-6-(1-hydroxy-2,2-dimethylpropyl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione (132 mg) in chloroform (4 ml) was added Dess-Martin reagent (65 mg) and the mixture was stirred at room temperature for 20 min. Saturated aqueous sodium hydrogen carbonate solution and sodium sulfite were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate. The solvent was evaporated and the residue was purified by silica gel column chromatography (ethyl acetate:chloroform=4:1) to give 9-benzyloxy-2-(3,4-dichlorobenzyl)-6-(2,2-dimethylpropionyl)-3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,8-dione (38 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07211572B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-0b4a32e21b2549a69bb43d24144e24c7 |
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| Source note | uspto-grants-2007_05 |
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