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HRID 257960作成日:2026年10月26日

Sodium Benzoate → (2S,4S)-1-tert-Butyl 2-methyl 4-(benzoyloxy)pyrrolidine-1,2-dicarboxylate

https://huagongshe.com/reaction/257960

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium BenzoateHCID 517055—
反応物1-tert-Butyl 2-methyl (2S,4R)-4-((methanesulfonyl)oxy)pyrrolidine-1,2-dicarboxylateHCID 14772682—
溶媒Dimethyl SulfoxideHCID 679—
溶媒Ethyl AcetateHCID 8857—
生成物(2S,4S)-1-tert-Butyl 2-methyl 4-(benzoyloxy)pyrrolidine-1,2-dicarboxylateHCID 1076021988.8%

反応条件

温度90 °C

反応手順

A mixture of (2S,4R)-1-t-butoxycarbonyl-4-methylsulfonyloxy-2-methoxycarbonylpyrrolidine (32.3 g) and sodium benzoate (28.8 g) in dimethyl sulfoxide (320 ml) was stirred at 90° C. overnight and cooled to room temperature. The mixture was diluted with ethyl acetate (600 ml) and washed successively with water and brine. The organic phase was dried over magnesium sulfate and the solvent was evaporated in vacuo to give an oil. The oil was crystallized from n-hexane to give (2S,4S)-4-benzoyloxy-1-t-butoxycarbonyl-2-methoxycarbonylpyrrolidine (31.0 g) as a colorless crystal.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05264453
出典データセットuspto-grants-1993_11
ORD IDord-0d753ae9b80e49ffb6c8cf7cecf50bdb
出典メモuspto-grants-1993_11