(2S)-2-(phenoxymethyl)oxirane → (S)-2-(2-benzylamino-4-thiazolyl)-4'-[2-[(2-hydroxy-3-phenoxypropyl)amino]ethyl]acetanilide

Participants

Reaction Steps

A solution of 670 mg of N-[4-(2-aminoethyl)phenyl]-2-(2-benzylaminothiazol-4-yl)acetamide and 300 mg of (S)-2-[(phenoxy)methyl]oxirane in 20 ml of 2-propanol was heated under refluxing for three hours. The solvent was evaporated off in vacuo and the residue was purified by means of silica gel column chromatography (eluate: chloroform/methanol=10/1). The resulting solid was recrystallized from methanol to obtain 250 mg of (S)-2-(2-benzylamino-4-thiazolyl)-4′-[2-[(2-hydroxy-3-phenoxypropyl)amino]ethyl]acetanilide.

Provenance & Evidence