Triphenylphosphine → (5S)-5-(Aminomethyl)-3-[4-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)-3,5-difluorophenyl]oxazolidin-2-one

Participants

Reaction Steps

(5R)-5-(Azidomethyl)-3-[4-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)-3,5-difluorophenyl]-1,3-oxazolidin-2-one (WO 0181350) (10.60 g, 24.97 mmol) was dissolved in acetonitrile (250 ml) and water (25 ml). Triphenylphosphine (7.86 g, 29.96 mmol) was added and the suspension was stirred at room temperature for approximately 16 h. The reaction mixture was concentrated under vacuum. The crude material was purified by chromatography on silica gel using 2.5-5% methanol in dichloromethane to give 7.03 g of the title product.

Provenance & Evidence