Tributylphosphine → Methyl 3-[4-[[4-[[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]benzyl]oxy]phenyl]propanoate

Participants

Reaction Steps

To a solution of [4-[[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]phenyl]methanol (409 mg, 0.98 mmol), methyl 3-(4-hydroxyphenyl)propanoate (195 mg, 1.18 mmol) and tributylphosphine (297 mg, 1.47 mmol) in tetrahydrofuran (20 mL) was added 1,1′-(azodicarbonyl)dipiperidine (371 mg, 1.47 mmol), and the mixture was stirred at room temperature for 16 hr. The insoluble materials were filtered off and the filtrate was concentrated. The residue was purified by silica gel column chromatography to give the title compound (273 mg, yield 50%) as a colorless oil.

Provenance & Evidence