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HRID 3080作成日:2026年10月23日

Pyridine → (+/-)-(3R,4S)-4-Acetoxy-3-(2-chloropropionyloxy)tetrahydrofuran

https://huagongshe.com/ja/reaction/3080

反応式

関与物質

役割名称HCID仕込み量
反応物PyridineHCID 1049—
反応物DichloromethaneHCID 6344—
反応物2-Chloropropionyl chlorideHCID 111019—
反応物(+/-)-(3R,4S)-3-hydroxy-4-methylcarbonyloxytetrahydrofuranHCID 22883851—
溶媒WaterHCID 962—
生成物(+/-)-(3R,4S)-4-Acetoxy-3-(2-chloropropionyloxy)tetrahydrofuranHCID 15789790—

反応条件

温度23 °C

反応手順

12.4 g of (±)-2-chloropropionyl chloride were added dropwise at 0°-5° C. to an ice-cooled mixture of 15.0 g of (±)-(3R,4S)-3-hydroxy-4-methylcarbonyloxytetrahydrofuran, 8.1 g of anhydrous pyridine and 200 ml of anhydrous dichloromethane. After addition was complete, the reaction mixture was stirred at 23° C. for a further 4 hours, after which it was poured onto 400 ml of water. The organic phase was then separated off, washed twice with 50 ml of water each time, dried over sodium sulfate and finally concentrated. The crude product was purified by distillation at a pressure of 10 mbar.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05733850
出典データセットuspto-grants-1998_03
ORD IDord-e6001659ddac4b01bf370c708fa8cdd0
出典メモuspto-grants-1998_03