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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351876Generated: October 30, 2026

Water → 5-(S)-Aminomethyl-3-[4'-(N-methoxyamino)carbonvl-3'-fluorophenyl]-oxazolidine-2-one

https://huagongshe.com/reaction/351876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
Reactant5-(S)-azidomethyl-3-[4'-(N-methoxyamino)carbonyl-3'-fluorophenyl]-oxazolidine-2-oneHCID 22966215—
SolventTetrahydrofuranHCID 8028—
Product5-(S)-Aminomethyl-3-[4'-(N-methoxyamino)carbonvl-3'-fluorophenyl]-oxazolidine-2-oneHCID 2296620142%

Reaction Conditions

Temperature40 °C

Reaction Steps

Triphenylphosphine (317 mg, 1.2 mmol) was added to a solution of 5-(S)-azidomethyl-3-[4′-(N-methoxyamino)carbonyl-3′-fluorophenyl]-oxazolidine-2-one. (0.335 g, 1.1 mmol) in THF (8 ml) under nitrogen atmosphere. The solution was stirred at 40° C. for 2 h, water (0.24 ml) was added, and the reaction mixture stirred at 40° C. overnight. Solvent was removed under vacuum, and the resulting solid was triturated with ether. Precipitated material was filtered, washed with ether and ethanol and dried under vacuum to afford the product as white crystals (120 mg, 42%). HPLC Rt=3.5 min. MS (m/z): [M+H]+=284.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06743811B2
Source datasetuspto-grants-2004_06
ORD IDord-c1062337eb6f475d8ab49e0e853fb585
Source noteuspto-grants-2004_06