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HRID 345631作成日:2026年10月27日

Phosphate → (2R,3S)-3-Phenoxyacetylamino-2-[(2-furanyl)ethyl]-4-oxo-1-azetidine acetic acid, methyl ester

https://huagongshe.com/reaction/345631

反応式

関与物質

役割名称HCID仕込み量
反応物PhosphateHCID 1061—
反応物Penicillin GHCID 5904—
反応物Potassium HydroxideHCID 14797—
反応物Methyl phenoxyacetateHCID 16365—
反応物2-[2-(2-Furanyl)ethyl]-4-oxo-1-azetidine acetic acid, methyl ester oxalate saltHCID 86745171—
溶媒WaterHCID 962—
生成物(2R,3S)-3-Phenoxyacetylamino-2-[(2-furanyl)ethyl]-4-oxo-1-azetidine acetic acid, methyl esterHCID 988646613%

反応条件

温度28 °C

反応手順

A 100 mg sample of [(2R,3S),(2S,3R)]-3-amino- <2-[2-(2-furanyl)ethyl]-4-oxo-1-azetidine acetic acid, methyl ester oxalate salt and a 135 mg sample of methyl phenoxyacetate were added to 0.lM phosphate buffer (100 ml final volume) and adjusted to pH=6.0 with lN KOH. Milli-Q™ H2O washed Sclavo penicillin G amidase (40 I.U. of enzyme per gram of substrate) was then added to the reaction mixture and the pH of reaction mixture was maintained at 6.0 and temperature at 28° C. for 8 hours. The reaction mixture was then filtered to remove the immobilized enzyme and extracted two times with ethyl acetate. The organic extracts were then dried over anhydrous sodium sulfate and concentrated to dryness in vacuo. The title compound was then isolated by column chromatography from this residue using a Kiesegel 60™ column eluted with toluene/ethyl acetate (70/30). Yield: 13%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05057607
出典データセットuspto-grants-1991_10
ORD IDord-678c2905b4724c37ac1f44b76fa1f741
出典メモuspto-grants-1991_10