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HRID 1254991作成日:2026年10月25日

Water → (S)-3-((R)-1-Hydroxy-2-methylsulfanylethyl)pyrrolidine-1-carboxylic acid t-butyl ester

https://huagongshe.com/reaction/1254991

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Sodium methanethiolateHCID 4378561—
反応物(S)-(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl esterHCID 86650334—
溶媒TetrahydrofuranHCID 8028—
生成物(S)-3-((R)-1-Hydroxy-2-methylsulfanylethyl)pyrrolidine-1-carboxylic acid t-butyl esterHCID 6685951956.2%

反応手順

Sodium methyl mercaptide (296 mg, 4.2 mmol) was dissolved in THF (1.0 mL), and the mixture was stirred for 10 minutes at room temperature. (S)—(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester (300 mg, 1.41 mmol) was dissolved in THF (0.4 mL) and added to the mixture. The resulting solution was placed in a microwave reactor for 30 minutes at 100° C., then cooled to room temperature. Hexanes (3×10 mL) was added, followed by water (10 mL). The organic layer was collected, dried over Na2SO4, filtered, and concentrated. The crude product was purified by column chromatography (0-100% EtOAc in hexanes) to yield the title compound as a clear oil (207 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08455665B2
出典データセットuspto-grants-2013_06
ORD IDord-05c86f2a8c9d4c13a9d7ccd9a89043c7
出典メモuspto-grants-2013_06