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

Temperature

40 °C

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.

1. stirringthe reaction mixture stirred at 40° C. overnight
2. customSolvent was removed under vacuum
3. customthe resulting solid was triturated with ether
4. filtrationPrecipitated material was filtered
5. washwashed with ether and ethanol
6. customdried under vacuum

ORD record

ord-c1062337eb6f475d8ab49e0e853fb585

Source dataset

uspto-grants-2004_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06743811B2