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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305664Generated: October 31, 2026

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

https://huagongshe.com/reaction/2305664

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 numberUS06441005B1
Source datasetuspto-grants-2002_08
ORD IDord-8094c625d6ba485eb37716f6e8549f96
Source noteuspto-grants-2002_08