HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 1,1-dimethylethyl 1,1-bis(phenylmethyl)-tetrahydro-3-oxo-3H-oxazolo[3,4-a]pyrazine-7(1H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bis(1,1-dimethylethyl)2-[1-hydroxy-2-phenyl-1-(phenylmethyl)ethyl]-1,4-piperazinedicarboxylate | HCID 69645682 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1,1-dimethylethyl 1,1-bis(phenylmethyl)-tetrahydro-3-oxo-3H-oxazolo[3,4-a]pyrazine-7(1H)-carboxylate | HCID 23121862 | 82.8% |
Reaction Steps
Bis(1,1-dimethylethyl)2-[1-hydroxy-2-phenyl-1-(phenylmethyl)ethyl]-1,4-piperazinedicarboxylate (2.0 g, 4.0 mmol) was dissolved in N,N-dimethylformamide (20 mL). 60% Sodium hydride (0.19 g, 4.8 mmol) was added thereto, and the mixture was stirred at room temperature for 6 hours. The resulting mixture was extracted with ethyl acetate, washed with a 0.5 M aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To the residue was added diisopropyl ether, and the obtained crystals were collected by filtration and washed with diisopropyl ether to obtain the title compound (1.4 g, yield 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795267B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-6da43fdf5b5441b1b08946bb0425d800 |
| Source note | uspto-grants-2010_09 |