Triphenylphosphine → HCID 68939021, compound

Participants

Reaction Steps

A solution of (1R)-2-azido-1-[4-(benzyloxy)-3-fluorophenyl]ethanol (410 mg) in THF (8 mL) and water (2 mL) was treated with PPh3 (410 mg) and stirred for 1 h prior to addition of a further portion of PPh3 (220 mg). After stirring for a further 4 h the reaction mixture was concentrated in vacuo and the residue partitioned between EtOAc and water. The organic phase was washed three times with 5% NaHCO3(aq), dried (MgSO4) and concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with DCM, 1% MeOH in DCM, 2% MeOH in DCM, 5% MeOH containing 0.5% Et3N in DCM, and finally 20% MeOH containing 1% Et3N in DCM) to give the title compound (260 mg). LCMS RT=2.16 min.

Provenance & Evidence