Trimethylphosphine → HCID 117600153, compound

Participants

Reaction Steps

To a solution of (S)-7′-azido-4′-fluoro-2′-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9′-xanthen]-2-amine (290 mg, 0.816 mmol) in THF (3 ml) and water (1 ml) was added trimethylphosphine (1M in THF) (0.98 ml, 0.98 mmol) and the mixture was stirred at RT for 2 hrs. THF was removed under reduced pressure, water (5 ml) was added and the mixture was extracted with EtOAc. Organic extracts were washed with brine, dried with MgSO4 and concentrated. Recrystallization of the residue from DCM afforded (S)-4′-fluoro-2′-methoxy-5,6-dihydrospiro[[1,3]oxazine-4,9′-xanthene]-2,7′-diamine (102 mg, 0.310 mmol, 38% yield).

Provenance & Evidence