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HRID 903189作成日:2026年10月27日

N-Bromoacetamide → 1-(Benzyloxycarbonyldiethylphosphono)methyl-3-azido-4-methylsulfonyl-2-azetidinone

https://huagongshe.com/reaction/903189

反応式

関与物質

役割名称HCID仕込み量
反応物N-BromoacetamideHCID 4353—
反応物Sodium ChlorideHCID 5234—
反応物Sodium ThiosulfateHCID 24477—
反応物1-(Benzyloxycarbonyldiethylphosphono)methyl-3-azido-4-(methylthio)-2-azetidinoneHCID 86737252—
溶媒MethanolHCID 887—
生成物1-(Benzyloxycarbonyldiethylphosphono)methyl-3-azido-4-methylsulfonyl-2-azetidinoneHCID 86737251—

反応手順

1-(Benzyloxycarbonyldiethylphosphono)methyl-3-azido-4-(methylthio)-2-azetidinone (0.44 g.) is dissolved in methanol (20 ml.) and treated with N-bromoacetamide (0.52 g.) for two hours. Sodium thiosulfate (10 ml.; 0.1N) is then added and the mixture is allowed to stir for five minutes. At the end of this time, the reaction mixture shows no positive reaction to starch iodide paper. The reaction mixture is saturated with sodium chloride and extracted with methylene chloride. The methylene chloride extract is dried and evaporated. The residue is chromatographed to afford 1-(benzyloxycarbonyldiethylphosphono)methyl-3-azido-4-methylsulfonyl-2-azetidinone.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04226866
出典データセットuspto-grants-1980_10
ORD IDord-48b00369a8754112b546bede706d65a9
出典メモuspto-grants-1980_10