Triphenylphosphine → HCID 69316249, compound

Participants

Reaction Steps

Diethylazodicarboxylate (197 μ1, 1.25 mmol) was added dropwise to a solution of N-t-butoxycarbonyl-3,5-diiodo-L-tyrosine methyl ester (274 mg, 0.5 mmol), 3-bromo-1-propanol (76 mg, 0.55 mmol) and triphenylphosphine (328 mg, 1.25 mmol) in tetrahydrofuran (5 ml) under argon atmosphere at −15° C. and the mixture was stirred at the same temperature for 0.5 hrs., at 0-5° C. for 0.5 hrs., and then at room temperature for 23 hrs. The solvent of the reaction mixture was distilled off at room temperature under reduced pressure. The residue was purified by column chromatography on silica gel (n-hexane/ethyl acetate=9) to give O-(3-bromopropyl)-N-t-butoxycarbonyl-3,5-diiodo-L-tyrosine methyl ester (145 mg, 43%) as colorless crystals.

Provenance & Evidence