1-(2,4,4-trimethylpentan-2-yl)piperidin-4-one

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Example 1 was repeated except that 1-(1,1,3,3-tetramethylbutyl)piperidin-4-one which was used in Example 1 was replaced with 1-(1-ethylpentyl)piperidin-4-one as obtained in Production Example 5, and 4-{[tert-butyl(diphenyl)silyl]oxy}-(2S*)-2-[(3-fluorophenyl)amino]butanam was replaced with 2-anilinoacetamide as obtained in Production Example 4, to provide the title compound. as obtained in Production Example 5, and 4-{[tert-butyl(diphenyl)silyl]oxy}-(2S*)-2-[(3-fluorophenyl)amino]butanam as obtained in Production Example 4

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To 1.20 ml of tert-octylamine, 10 ml of ethanol, 10 ml of an aqueous solution containing 580 mg of potassium carbonate and 3.31 g of 1-benzyl-1-methyl-4-oxopiperidinium iodide were successively added, followed by 2 hours' heating at 100° C. under stirring. The reaction liquid was cooled to room temperature, from which ethanol was distilled off under reduced pressure and the formed solution was diluted with water, followed by extraction with chloroform. The chloroform extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was separated and purified on silica gel column chromatography (hexane/ethyl acetate=5/1) to provide 500 mg of the title compound as a colorless oily substance. were successively added The reaction liquid was distilled off under reduced pressure the formed solution was diluted with water followed by extraction with chloroform The chloroform extract was dried over anhydrous magnesium sulfate the solvent was distilled off The residue was separated purified on silica gel column chromatography (hexane/ethyl acetate=5/1)

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To 1.20 ml of tert-octylamine, 10 ml of ethanol, 10 ml of an aqueous solution containing 580 mg of potassium carbonate and 3.31 g of 1-benzyl-1-methyl-4-oxopiperidinium iodide were successively added, followed by 2 hours' heating at 100° C. under stirring. The reaction liquid was cooled to room temperature, from which ethanol was distilled off under reduced pressure and the formed solution was diluted with water, followed by extraction with chloroform. The chloroform extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was separated and purified on silica gel column chromatography (hexane/ethyl acetate=5/1) to provide 500 mg of the title compound as a colorless oily substance. were successively added The reaction liquid was distilled off under reduced pressure the formed solution was diluted with water followed by extraction with chloroform The chloroform extract was dried over anhydrous magnesium sulfate the solvent was distilled off The residue was separated purified on silica gel column chromatography (hexane/ethyl acetate=5/1)

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To 1.20 ml of tert-octylamine, 10 ml of ethanol, 10 ml of an aqueous solution containing 580 mg of potassium carbonate and 3.31 g of 1-benzyl-1-methyl-4-oxopiperidinium iodide were successively added, followed by 2 hours' heating at 100° C. under stirring. The reaction liquid was cooled to room temperature, from which ethanol was distilled off under reduced pressure and the formed solution was diluted with water, followed by extraction with chloroform. The chloroform extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was separated and purified on silica gel column chromatography (hexane/ethyl acetate=5/1) to provide 500 mg of the title compound as a colorless oily substance. were successively added The reaction liquid was distilled off under reduced pressure the formed solution was diluted with water followed by extraction with chloroform The chloroform extract was dried over anhydrous magnesium sulfate the solvent was distilled off The residue was separated purified on silica gel column chromatography (hexane/ethyl acetate=5/1)

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To 1.20 ml of tert-octylamine, 10 ml of ethanol, 10 ml of an aqueous solution containing 580 mg of potassium carbonate and 3.31 g of 1-benzyl-1-methyl-4-oxopiperidinium iodide were successively added, followed by 2 hours' heating at 100° C. under stirring. The reaction liquid was cooled to room temperature, from which ethanol was distilled off under reduced pressure and the formed solution was diluted with water, followed by extraction with chloroform. The chloroform extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was separated and purified on silica gel column chromatography (hexane/ethyl acetate=5/1) to provide 500 mg of the title compound as a colorless oily substance. were successively added The reaction liquid was distilled off under reduced pressure the formed solution was diluted with water followed by extraction with chloroform The chloroform extract was dried over anhydrous magnesium sulfate the solvent was distilled off The residue was separated purified on silica gel column chromatography (hexane/ethyl acetate=5/1)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Example 1 was repeated except that 1-(1,1,3,3-tetramethylbutyl)piperidin-4-one which was used in Example 1 was replaced with 1-(1-ethylpentyl)piperidin-4-one as obtained in Production Example 5, and 4-{[tert-butyl(diphenyl)silyl]oxy}-(2S*)-2-[(3-fluorophenyl)amino]butanam was replaced with 2-anilinoacetamide as obtained in Production Example 4, to provide the title compound. as obtained in Production Example 5, and 4-{[tert-butyl(diphenyl)silyl]oxy}-(2S*)-2-[(3-fluorophenyl)amino]butanam as obtained in Production Example 4

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To 1.20 ml of tert-octylamine, 10 ml of ethanol, 10 ml of an aqueous solution containing 580 mg of potassium carbonate and 3.31 g of 1-benzyl-1-methyl-4-oxopiperidinium iodide were successively added, followed by 2 hours' heating at 100° C. under stirring. The reaction liquid was cooled to room temperature, from which ethanol was distilled off under reduced pressure and the formed solution was diluted with water, followed by extraction with chloroform. The chloroform extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was separated and purified on silica gel column chromatography (hexane/ethyl acetate=5/1) to provide 500 mg of the title compound as a colorless oily substance. were successively added The reaction liquid was distilled off under reduced pressure the formed solution was diluted with water followed by extraction with chloroform The chloroform extract was dried over anhydrous magnesium sulfate the solvent was distilled off The residue was separated purified on silica gel column chromatography (hexane/ethyl acetate=5/1)

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To 1.20 ml of tert-octylamine, 10 ml of ethanol, 10 ml of an aqueous solution containing 580 mg of potassium carbonate and 3.31 g of 1-benzyl-1-methyl-4-oxopiperidinium iodide were successively added, followed by 2 hours' heating at 100° C. under stirring. The reaction liquid was cooled to room temperature, from which ethanol was distilled off under reduced pressure and the formed solution was diluted with water, followed by extraction with chloroform. The chloroform extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was separated and purified on silica gel column chromatography (hexane/ethyl acetate=5/1) to provide 500 mg of the title compound as a colorless oily substance. were successively added The reaction liquid was distilled off under reduced pressure the formed solution was diluted with water followed by extraction with chloroform The chloroform extract was dried over anhydrous magnesium sulfate the solvent was distilled off The residue was separated purified on silica gel column chromatography (hexane/ethyl acetate=5/1)