Triethylamine → (S)-2-(2-amino-5-methoxy-benzoylamino)-hexanoic acid methyl ester

関与物質

役割	名称	HCID	仕込み量
反応物	Triethylamine	HCID 8471	—
反応物	6-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione	HCID 294479	—
反応物	methyl (2S)-2-aminohexanoate hydrochloride	HCID 14039065	—
溶媒	Dimethylformamide	HCID 6228	—
溶媒	Ethyl Acetate	HCID 8857	—
生成物	(S)-2-(2-amino-5-methoxy-benzoylamino)-hexanoic acid methyl ester	HCID 68727802	27%

反応手順

To a mixture of 5-methoxy-isatoic anhydride (1.0 g, 5.18 mmol) and (S)-2-amino-hexanoic acid methyl ester hydrochloride (1.4 g, 7.71 mmol) (prepared according to example A) in DMF (10 mL) is added triethylamine (2.0 mL, 11.48 mmol). The mixture is stirred at room temperature for 16 hours. The reaction mixture is diluted with EtOAc (100 mL) and washed with H2O (50 mL×3). The organic layer is dried over sodium sulfate, concentrated and the residue is purified by flash chromatography with 60% EtOAc in Hexane as the eluent to afford (S)-2-(2-amino-5-methoxy-benzoylamino)-hexanoic acid methyl ester (410 mg, 27%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08377949B2
出典データセット	uspto-grants-2013_02
ORD ID	ord-b0d3c116923244c6922301272b5d72f6
出典メモ	uspto-grants-2013_02