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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1861233Generated: October 25, 2026

Diethyl Ether → N-[[(5S)-3-[3-fluoro-4-(hydroxycarbamoyl)phenyl]-2-oxo-oxazolidin-5-yl]methyl]acetamide

https://huagongshe.com/reaction/1861233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantO-(Trimethylsilyl)hydroxylamineHCID 2734666—
Reactant5-(S)-acetamidomethyl-3-[4'-(pentafluorophenoxy)carbonyl-3'-fluorophenyl]oxazolidine-2-oneHCID 22966196—
SolventTetrahydrofuranHCID 8028—
ProductN-[[(5S)-3-[3-fluoro-4-(hydroxycarbamoyl)phenyl]-2-oxo-oxazolidin-5-yl]methyl]acetamideHCID 485749—

Reaction Steps

Prepared according to Method D of the General Procedures for Preparation of 5-(S)-(N-Acylaminomethyl)-3-[4′-(4″-(un)substituted amino)carbonyl-3′-fluorophenyl]oxazolidine-2-ones from 5-(S)-acetamidomethyl-3-[4′-(pentafluorophenyl)oxycarbonyl-3′-fluorophenyl]-oxazolidine-2-one (0.046 g, 0.1 mmol) and O-trimethylsilylhydroxylamine (0.052 mL, ca. 0.5 mmol) in tetrahydrofuran (1 mL). The synthesis was performed for 2 h at r.t. Diethyl ether (4 mL) was added, the precipitated product washed with diethyl ether, tetrahydrofuran (2×0.5 mL), excess ether, and dried in vacuo. MS: 312 [M+H]+. Rt 2.8 min. 1H HMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06531470B1
Source datasetuspto-grants-2003_03
ORD IDord-d8a56d323aa34787933fa8adb3c31ced
Source noteuspto-grants-2003_03