Triphenylphosphine → HCID 57517512, compound

Participants

Reaction Steps

To a solution of 4-hydroxyphenyl acetate (60.8 g), tert-butyl [(1S)-2-hydroxy-1-methylethyl]carbamate (70 g) and triphenylphosphine (105 g) in THF (300 mL) was added dropwise a solution (1.9 M, 210 mL) of diisopropyl azodicarboxylate in toluene at 0° C., and the mixture was stirred at room temperature for 16 hr. The reaction mixture was concentrated under reduced pressure, the residue was suspended in diethyl ether, and the precipitate was removed by filtration. The filtrate was concentrated, and the residue was purified by silica gel chromatography (hexane/ethyl acetate), and then by silica gel chromatography (NH, hexane/ethyl acetate) to give the title compound (70.9 g).

Provenance & Evidence