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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 232196Generated: October 28, 2026

HCID 14181640, compound → HCID 14798654, compound

https://huagongshe.com/reaction/232196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 14181640HCID 14181640—
Reactant5-[(4-Nitrophenyl)methoxy]-4,5-dioxopentanoateHCID 22166415—
CatalystBoron trifluoride etherateHCID 8000—
SolventDichloromethaneHCID 6344—
ProductHCID 14798654HCID 147986545%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04851422
Source datasetuspto-grants-1989_07
ORD IDord-c4b49d8d204444ebbc239fb8bcb5e13d
Source noteuspto-grants-1989_07