HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → N-[[(5S)-3-[3-fluoro-4-(hydroxycarbamoyl)phenyl]-2-oxo-oxazolidin-5-yl]methyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | O-(Trimethylsilyl)hydroxylamine | HCID 2734666 | — |
| Reactant | 5-(S)-acetamidomethyl-3-[4'-(pentafluorophenoxy)carbonyl-3'-fluorophenyl]oxazolidine-2-one | HCID 22966196 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[[(5S)-3-[3-fluoro-4-(hydroxycarbamoyl)phenyl]-2-oxo-oxazolidin-5-yl]methyl]acetamide | HCID 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 NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07002020B1 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-8926bea1a6d141e2af27845b9edfddd1 |
| Source note | uspto-grants-2006_02 |