Water → HCID 72485097, compound

Participants

Reaction Steps

To a solution of ethyl (2SR,3RS)-2-azido-3-(4-fluoro-2-nitrophenoxy)-3-phenylpropanoate (75b) (2.60 g) and triphenylphosphine (2.01 g) in THF (100 ml) was added water (2 ml) and the mixture was refluxed for 1 h then stirred at RT overnight. The reaction was concentrated in vacuo and the resulting residue was purified by flash chromatography (5:2 hexane:ethyl acetate) to afford the title compound (1.55 g) as a yellow oil. 1H NMR (300 MHz, d6-DMSO) δ 1.01 (t, 3H, J=7 Hz), 1.85 (s, 2H), 3.76 (d, 1H, J=5 Hz), 3.99 (1, 2H, J=7 Hz), 5.75 (d, 1H, J=5 Hz), 6.89-7.44 (m, 7H), 7.85 (dd, 1H, J=3 Hz, J=9 Hz). MS APCI, m/z=349 (M+1). LC/MS: 1.82 min.

Provenance & Evidence