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HRID 1925639作成日:2026年10月25日

Triethylamine → 1-Cyclohexylmethyl-2-oxo-1,2,5,6,7,8,9,10-octahydro-cycloocta[b]pyridine-3-carboxylic acid (2-oxo-tetrahydrofuran-3-yl)-amide

https://huagongshe.com/reaction/1925639

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物Homoserine lactone hydrobromideHCID 73508—
反応物Ethyl acetate hexaneHCID 21226206—
反応物1-Cyclohexylmethyl-2-oxo-1,2,5,6,7,8,9,10-octahydro-cycloocta[b]pyridine-3-carboxylic acidHCID 59718805—
溶媒TetrahydrofuranHCID 8028—
生成物1-Cyclohexylmethyl-2-oxo-1,2,5,6,7,8,9,10-octahydro-cycloocta[b]pyridine-3-carboxylic acid (2-oxo-tetrahydrofuran-3-yl)-amideHCID 5971887877%

反応手順

1-Cyclohexylmethyl-2-oxo-1,2,5,6,7,8,9,10-octahydro-cycloocta[b]pyridine-3-carboxylic acid (AA01, 250 mg, 0.788 mmol) which had been obtained in Example 1 was made to be the acid chloride according to the conventional method, and the acid chloride was dissolved in THF. Then, the solution was dropped into the DMF (2 mL) mixed liquid of 3-amino-dihydro-furan-2-one hydrobromide (187 mg, 1.03 mmol) and triethylamine (0.38 mL, 2.36 mmol) while cooling with ice. After that, the mixture was stirred at the same temperature for 30 minutes, and further stirred continuously at room temperature for 3 hours. The mixture was subjected to the same after-treatment as described above, and then refined with silica gel column chromatography (hexane-ethyl acetate (40 to 60%)), and I-072 was obtained as a colorless solid (242 mg, 77%, mp: 136-140° C.).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08178681B2
出典データセットuspto-grants-2012_05
ORD IDord-bc0a3701b8654eea9861e0e9f1b00a0d
出典メモuspto-grants-2012_05