(S)-(+)-4-(oxiranylmethoxy)benzo[b]thiophene → (2S)-(-)-1-(4-Benzo[b]thiophenoxy)-3-(4-(6-fluoronaphth-2-yl)Piperidin-1-yl)-2-propanol

Participants

Reaction Steps

A solution 4-(6-fluoronaphth-2-yl)piperidine (0.069 g, 0.301 mmol) and (S)-(+)-4-(oxiranylmethoxy)benzo[b]thiophene (0.062 g, 0.301 mmol) in methanol (3 mL) was heated at reflux for 18 hours and then cooled and evaporated. The residue was purified using silica gel chromatography (dichloromethane/5% methanol in dichloromethane gradient elution) to give the title compound as a white amorphous solid (0.066 g, 50%). FDMS m/e 436 (M++1). C26H26FNO2S.

Provenance & Evidence