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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305665Generated: November 1, 2026

Triethylamine → 5-(S)-Thioacetamidomethyl-3-[4'-(N-hydroxyamino)carbonyl-3'-fluorophenyl]-oxazolidine-2-one

https://huagongshe.com/reaction/2305665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl dithioacetateHCID 70093—
Reactant5-(S)-Aminomethyl-3-[4'-(N-methoxyamino)carbonvl-3'-fluorophenyl]-oxazolidine-2-oneHCID 22966201—
SolventDimethylformamideHCID 6228—
Product5-(S)-Thioacetamidomethyl-3-[4'-(N-hydroxyamino)carbonyl-3'-fluorophenyl]-oxazolidine-2-oneHCID 86586391—

Reaction Steps

A solution of 5-(S)-aminomethyl-3-[4′-(N-methoxyamino)carbonyl-3′-fluorophenyl]-oxazolidine-2-one (0.053 ml, 0.47 mmol), triethylamine (0.12 ml, 0.84 mmol) and ethyl dithioacetate (0.87 ml, 7.6 mmol) in DMF (0.75 ml) was stirred at r.t. for 48 h. Solvent was removed under vacuum, and the crude material purified by silica gel PTLC (eluent: 5% MeOH in ethyl acetate). White crystalline solid (100 mg, 70%). HPLC Rt=4.6 min. MS (m/z): [M+H]+=342.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06441005B1
Source datasetuspto-grants-2002_08
ORD IDord-312da85ae716486f8292b8c3cda4996b
Source noteuspto-grants-2002_08