Ammonium formate → HCID 11123158, compound

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To a solution of 3β-acetoxy-6β-nitro-5α-cholestane (0.474 g, 0.001 mole) in THF (5 mL) and methanol (5 mL) was added 10% palladium on carbon (50 mg) followed by ammonium formate (0.315 g, 5 equivalents). The resulting mixture was stirred at room temperature for 50 minutes then diluted with Et2O, filtered and evaporated in vacuo. Flash column chromatography (SiO2, 4:1, hexane:Et2O) gave 3β-acetoxy-6β-amino-5α-cholestane (0.366 g, 82%).

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