p-Toluenesulfonic acid → (S)-5-(aminomethyl)-3-(3-fluoro-4-iodophenyl)oxazolidin-2-one

Participants

Reaction Steps

In Ar atmosphere, (R)-5-(azidomethyl)-3-(3-fluoro-4-iodophenyl)oxazolidin-2-one (3 g, 8.3 mmol) was dissolved in THF (20 mL) solution, and was added with PPh3 (2.2 g, 8.3 mmol) and p-TsOH (3.2 g, 16.6 mmol). The mixture was agitated at a room temperature for 4 hours, and the solid was filtered and washed with THF, to obtain p-toluenenesulfonic acid salt of (S)-5-(aminomethyl)-3-(3-fluoro-4-iodophenyl)oxazolidin-2-one (1.5 g, 54%). The product was used for subsequent step.

Provenance & Evidence