HCID 53850252, compound → HCID 18396914, compound

Participants

Reaction Steps

A solution of the product of step (i) (2.0 g, 5 mmol) in ethanol (50 ml) was hydrogenated at 50 psi (333 KPa) pressure over 5% palladium on charcoal (0.2 g) for 18 hours at 50° C. A further batch of catalyst (0.2 g) was added, and the hydrogenation was continued for a further 18 hours. The mixture was filtered through Arbocel™ and the filtrate evaporated under reduced pressure. The residue was chromatographed on silica by gradient elution with ethyl acetate/hexane/diethylamine (0:95:5→65:33:2). Fractions containing the desired product were combined and evaporated under reduced pressure. The residue was dissolved and re-evaporated from ethyl acetate (×3) then from ether (×3) to yield a colourless solid. The solid was recrystallised from aqueous ethanol to give the subtitle compound (1.25 g, 62%) as a colourless solid, m.p. 144-145° C., [α]D=−107° (c=0.1%, CH2Cl2, 25° C.).

Provenance & Evidence