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HRID 484681作成日:2026年10月25日

2,6-Dimethoxybenzoyl chloride → (3S-trans)-3-[(2,6-dimethoxybenzoyl)amino]-4-methyl-1-[(phenylmethyl)oxy]-2-azetidinone

https://huagongshe.com/reaction/484681

反応式

関与物質

役割名称HCID仕込み量
反応物2,6-Dimethoxybenzoyl chlorideHCID 74810—
反応物ToluenesulfonateHCID 3424274—
反応物(3S-trans)-3-amino-4-methyl-1-(phenylmethoxy)-2-azetidinoneHCID 13036842—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒DichloromethaneHCID 6344—
生成物(3S-trans)-3-[(2,6-dimethoxybenzoyl)amino]-4-methyl-1-[(phenylmethyl)oxy]-2-azetidinoneHCID 13036849—

反応手順

To a cold (-10° C.) solution of (3S-trans)-3-amino-4-methyl-1-(phenylmethoxy)-2-azetidinone, toluenesulfonate (0.95 g; see example 2D) in methylene chloride (50 ml) is added 2,6-dimethoxybenzoyl chloride (0.60 g) and 4-dimethylaminopyridine (0.61 g). The reaction is stirred under nitrogen and allowed to rise to 26° C. over five hours. The reaction mixture is concentrated to an oil and partitioned between ethyl acetate and aqueous hydrogen sulfate solution. The organic layer is washed with aqueous sodium bicarbonate, and brine, dried over sodium sulfate and concentrated to a foam (0.848 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04533660
出典データセットuspto-grants-1985_08
ORD IDord-b3c4aefaa8124d5eaa3567e0899a03f9
出典メモuspto-grants-1985_08