3-(2,5-Dimethoxyphenyl)-2-propenoic acid → N-[Nalpha-(2,5-Dimethoxycinnamoyl)-O-tert-butyl-L-seryl]dopamine

Participants

Reaction Steps

The title compound was prepared from N-[Nα-(9-fluorenylmethoxycarbonyl)-O-tert-butyl-L-seryl]dopamine (572 mg, 1.1 mmol, example 42, step A) as described for example 42 (step B) using 2,5-dimethoxycinnamic acid (345 mg, 1.7 mmol) instead of caffeic acid. The crude material was purified by flash chromatography using 10% EtOAc/CH2Cl2/1% AcOH and 50% EtOAc/CH2Cl2 as the eluent. The title compound was obtained as a yellow powder (300 mg, 56%).

Provenance & Evidence