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HRID 2217567作成日:2026年10月25日

Methyl iodide → (2R,4R)-4-Methoxy-1-trityl-pyrrolidine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/2217567

反応式

関与物質

役割名称HCID仕込み量
反応物Methyl iodideHCID 6328—
反応物Ethyl AcetateHCID 8857—
反応物Sodium hydrideHCID 24758—
反応物(2R,4R)-4-Hydroxy-1-trityl-pyrrolidine-2-carboxylic acid methyl esterHCID 68685802—
溶媒DimethylformamideHCID 6228—
溶媒TetrahydrofuranHCID 8028—
生成物(2R,4R)-4-Methoxy-1-trityl-pyrrolidine-2-carboxylic acid methyl esterHCID 68806999—

反応条件

温度0 °C

反応手順

Into a solution of 2 (5.71 g, 14.7 mmol) in anhydrous DMF (20 mL) and anhydrous THF (20 mL) was added MeI (3.67 mL, 58.9 mmol). The solution was cooled to 0° C. in an ice bath and NaH (0.766 g, 19.2 mmol) was added in one portion. The mixture was stirred at RT for 26 h before adding EtOAc and washing sequentially with water and brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure. Purification of the crude material by flash chromatography revealed 3 (4.67 g, 79%) as a white solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07407974B2
出典データセットuspto-grants-2008_08
ORD IDord-09a84677bbe44262964a59101b74eb8b
出典メモuspto-grants-2008_08