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HRID 458026作成日:2026年10月25日

Citric Acid → (S)-4-(3-Hydroxy-2-methyl-propyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one

https://huagongshe.com/reaction/458026

反応式

関与物質

役割名称HCID仕込み量
反応物Citric AcidHCID 311—
反応物WaterHCID 962—
反応物Sodium borohydrideHCID 4311764—
反応物2-Methyl-3-[(S)-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-yl]-propionic Acid Methyl EsterHCID 59094038—
溶媒EthanolHCID 702—
生成物(S)-4-(3-Hydroxy-2-methyl-propyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-oneHCID 5909397359%

反応条件

温度0 °C

反応手順

To the ester 93 (4.82 g, 0.017 mol) in EtOH (100 mL) was added NaBH4 (3.7 g, 0.10 mol) and the mixture heated to reflux for 2.5 hours. The solution was cooled to 0° C. and 1 M citric acid carefully added followed by water. The solution was concentrated to half volume added and extracted with ether. The combined organic extracts were dried (MgSO4) and concentrated. Flash chromatography (1:1 hexane/acetone) of the residue gave the product as an oil (2.6 g, 59%). MS m/z 262 (M+H, 100%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07189747B2
出典データセットuspto-grants-2007_03
ORD IDord-de5ca674164a484b9cbad86585bbcd12
出典メモuspto-grants-2007_03