HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 14181640, compound → HCID 14798654, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 14181640 | HCID 14181640 | — |
| Reactant | 5-[(4-Nitrophenyl)methoxy]-4,5-dioxopentanoate | HCID 22166415 | — |
| Catalyst | Boron trifluoride etherate | HCID 8000 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 14798654 | HCID 14798654 | 5% |
Reaction Steps
In 5 ml of dichloromethane were dissolved 155 mg of Compound (1) and 119 mg of (4S)-4-benzyloxycarbonylamino-3-isoxazolidinone. To the solution were added two drops of boron trifluoride etherate (47% ether solution) and 2 g of Molecular Sieves (3A). The mixture was allowed to stand at room temperature for 2 days. The reaction solution, after removing the Molecular Sieves, was washed with a cooled aqueous solution of sodium hydrogen carbonate, followed by drying (MgSO4). The solvent was evaporated off under reduced pressure, and the residue was purified by subjecting to a silica gel preparative thin-layer chromatography [developed with 1,2-dichloroethane-ethyl acetate (5:1)] to give 12.5 mg of the subject Compound (9).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04851422 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-c4b49d8d204444ebbc239fb8bcb5e13d |
| Source note | uspto-grants-1989_07 |