Hydrochloric Acid → HCID 178505058, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.52 g (3.38 mmol) of 4-benzyloxy-3-(N-(tert-butoxycarbonyl)-N-(methylsulfonyl)amino)-1-((2S)-2,3-epoxypropoxy)benzene and of 1 g (3.55 mmol) of trans-4-[4-(benzylamino)cyclohexyl]phenol in the base form is heated at reflux in 20 ml of absolute ethanol for 16 h. The mixture is cooled, 20 ml of a saturated ethanolic hydrochloric acid solution are added thereto and the mixture is heated at 50° C. for 1 h. The solvent is evaporated and the residue is taken up in a mixture of 100 ml of a saturated sodium bicarbonate solution and 100 ml of ethyl acetate. The organic phase is washed with a saturated aqueous NaCl solution. The organic phase is dried and filtered, and the solvent is evaporated under reduced pressure. The crude product is purified by chromatography on a column of silica gel, elution being carried out with a heptane/ethyl acetate (55/45) mixture. The title compound is obtained in the form of a white solid (1.8 g, 84%). [M+H+]=631.5

Provenance & Evidence