HCID 178496223, compound → HCID 178496222, compound

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Reaction Steps

A solution of (S)-benzyl cis-4-{1-[2-(5-indanyloxycarbonyl)-3-(2-methoxyethoxy)propyl]-1-cyclopentanecarboxamido}-1-cyclohexanecarboxylate (597 mg, 0.986 mmole) in 5% aqueous ethanol (10 ml) was hydrogenated over 10% palladium on charcoal catalyst (60 mg) at 60 p.s.i. (4.1 bar) and room temperature for 3.5 hours. The catalyst was removed by filtration and the filtrate evaporated under vacuum. The residue was dissolved in diethyl ether (50 ml) and the solution was clarified by filtration, and concentrated to low volume (about 5 ml) when crystallisation occurred. After granulation, filtration and drying gave the title ester (390 mg, 77%) as white crystals m.p. 107°-9° C., [α]D -5.8° (c=1, MeOH), Rf. 0.40 (silica; toluene, dioxane, acetic acid 90:24:5). Found: C,67.45; H,8.18; N,2.63. C29H41NO7 requires C,67.55; H,8.01; N,2.72%.

Provenance & Evidence