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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612899Generated: October 30, 2026

Cornforth reagent → 4-Acetyl-3-(2-(N-tert-butoxycarbonylamino)ethoxy)-5-phenylisoxazole

https://huagongshe.com/reaction/612899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCornforth reagentHCID 2724130—
Reactant3-(2-(N-tert-Butoxycarbonylamino)ethoxy)-4-(1-hydroxyethyl)-5-phenylisoxazoleHCID 19596667—
SolventDichloromethaneHCID 6344—
Product4-Acetyl-3-(2-(N-tert-butoxycarbonylamino)ethoxy)-5-phenylisoxazoleHCID 1959663487.2%

Reaction Steps

3-(2-(N-tert-Butoxycarbonylamino)ethoxy)-4-(1-hydroxyethyl)-5-phenylisoxazole (0.3 g) was dissolved in methylene chloride (3 ml), and pyridinium dichromate (0.49 g) was added thereto at room temperature, followed by stirring of the resulting mixture at the same temperature for 24 hours. After the reaction, insolubles were filtered and the solvent of the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=2/1) to obtain the title compound (0.26 g, 87%) as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06005116
Source datasetuspto-grants-1999_12
ORD IDord-ad86c60b486f4b5fb82618657c4a6a3c
Source noteuspto-grants-1999_12