(S)-(+)-4-(oxiranylmethoxy)benzo[b]furan → (2S)-1-(4-Benzo[b]furanoxy)-3-(4-(3-ethylbenzo[b]thiophen-2-yl)-piperidin-1-yl)-2-propanol Hydrate

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Reaction Steps

A solution 4-hydroxy-4-(3-ethylbenzo[b]thiophen-2-yl)piperidine (0.067 g, 0.273 mmol) and (S)-(+)-4-(oxiranylmethoxy)benzo[b]-furan (0.052 g, 0.273 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/2% methanol in dichloromethane gradient elution) to give the final title compound as a yellow oil (0.049 g, 41%). FDMS m/e=436 (M++1). C26H29NO3S.0.75H2O

Provenance & Evidence