1,4-oxazepan-5-one

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

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

実験手順: Employing the procedure in Example 2, step D, tetrahydro-(2H)-1,4-oxazepin-5-one was reacted with Meerwien's salt and ammonium chloride to form-hexahydro-5-imino-1H-1,4-oxazepine, hydrochloride.

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

実験手順: Employing the procedure in Example 2, step D, tetrahydro-(2H)-1,4-oxazepin-5-one was reacted with Meerwien's salt and ammonium chloride to form-hexahydro-5-imino-1H-1,4-oxazepine, hydrochloride.

反応条件: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 3.32 g (15.6 mmol) of potassium phosphate are mixed with 0.5 g (2.6 mmol) of copper(I) iodide in a round-bottom flask, and baked out and filled with argon in repeated alternation. Subsequently, 10 ml of anhydrous dioxane, 1.5 g (13.0 mmol) of 1,4-oxazepan-5-one, 3.43 g (13.0 mmol) of 1-iodo-2-methyl-4-nitrobenzene and 0.46 g (5.21 mmol) of N,N-dimethylethylenediamine are added, and the mixture is heated to 110° C. for 15 h. The mixture is allowed to cool and filtered through silica gel, and the silica gel is washed with dioxane. The combined filtrates are concentrated to dryness under reduced pressure. The residue is dissolved in acetonitrile and purified by preparative HPLC with a gradient of water and acetonitrile. The product fractions are combined and concentrated to dryness under reduced pressure. This affords 430 mg (13% of theory) of the desired product. filled with argon in repeated alternation to cool filtered through silica gel the silica gel is washed with dioxane The combined filtrates are concentrated to dryness under reduced pressure The residue is dissolved in acetonitrile purified by preparative HPLC with a gradient of water and acetonitrile concentrated to dryness under reduced pressure

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

実験手順: To a solution of 1,4-oxazepan-5-one (6.9 g, 60.0 mmol) in dichloromethane (120.0 mL) were added di-tert-butylcarbonate (1.75 g, 8.00 mmol) and dimethylaminopyridine (7.90 g, 65.0 mmol), and triethylamine (12.5 mL, 90.0 mmol) was added dropwise. After stirring for 16 hours at room temperature, to the mixture was added water, and the aqueous layer was extracted with chloroform. The organic layer was washed with saturated aqueous solution of ammonium chloride and brine, and then dried over sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified with silica gel column (hexane/ethyl acetate=90/10 to 0/100) to give the title compound (7.30 g, 37.2 mmol, 62%). was added dropwise the aqueous layer was extracted with chloroform The organic layer was washed with saturated aqueous solution of ammonium chloride and brine dried over sodium sulfate concentrated under reduced pressure The obtained residue was purified with silica gel column (hexane/ethyl acetate=90/10 to 0/100)

反応条件: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 3.32 g (15.6 mmol) of potassium phosphate are mixed with 0.5 g (2.6 mmol) of copper(I) iodide in a round-bottom flask, and baked out and filled with argon in repeated alternation. Subsequently, 10 ml of anhydrous dioxane, 1.5 g (13.0 mmol) of 1,4-oxazepan-5-one, 3.43 g (13.0 mmol) of 1-iodo-2-methyl-4-nitrobenzene and 0.46 g (5.21 mmol) of N,N-dimethylethylenediamine are added, and the mixture is heated to 110° C. for 15 h. The mixture is allowed to cool and filtered through silica gel, and the silica gel is washed with dioxane. The combined filtrates are concentrated to dryness under reduced pressure. The residue is dissolved in acetonitrile and purified by preparative HPLC with a gradient of water and acetonitrile. The product fractions are combined and concentrated to dryness under reduced pressure. This affords 430 mg (13% of theory) of the desired product. filled with argon in repeated alternation to cool filtered through silica gel the silica gel is washed with dioxane The combined filtrates are concentrated to dryness under reduced pressure The residue is dissolved in acetonitrile purified by preparative HPLC with a gradient of water and acetonitrile concentrated to dryness under reduced pressure

反応条件: temp:0.00; pressure:0.00; stir:

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

実験手順: To a solution of 1,4-oxazepan-5-one (6.9 g, 60.0 mmol) in dichloromethane (120.0 mL) were added di-tert-butylcarbonate (1.75 g, 8.00 mmol) and dimethylaminopyridine (7.90 g, 65.0 mmol), and triethylamine (12.5 mL, 90.0 mmol) was added dropwise. After stirring for 16 hours at room temperature, to the mixture was added water, and the aqueous layer was extracted with chloroform. The organic layer was washed with saturated aqueous solution of ammonium chloride and brine, and then dried over sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified with silica gel column (hexane/ethyl acetate=90/10 to 0/100) to give the title compound (7.30 g, 37.2 mmol, 62%). was added dropwise the aqueous layer was extracted with chloroform The organic layer was washed with saturated aqueous solution of ammonium chloride and brine dried over sodium sulfate concentrated under reduced pressure The obtained residue was purified with silica gel column (hexane/ethyl acetate=90/10 to 0/100)

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir: