benzyl (2S,4R)-2-(4-methyl-1-pentenyl)-4-[(2-methyl-2-propenyl)oxy]-1-pyrrolidinecarboxylate → (2R,4R)-4-isobutoxy-2-(4-methylpentyl)pyrrolidine

In 5.8 ml of ethanol is dissolved 0.29 g of benzyl (2S,4R)-2-(4-methyl-1-pentenyl)-4-[(2-methyl-2-propenyl)oxy]-1-pyrrolidinecarboxylate. After adding 0.06 g of 5% palladium-carbon, the mixture is stirred at ambient temperature for 1.5 hours in a stream of hydrogen. The reaction mixture is filtered with Celite, and the solvent is distilled off from the filtrate under reduced pressure. Thus, 0.18 g of (2R,4R)-4-isobutoxy-2-(4-methylpentyl)-pyrrolidine is obtained as a yellow oily product.