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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 10419생성일: 2026년 10월 25일

Hydrogen Peroxide → Di-tert-butyl (s)-5-hydroxypyrrolidine-1,2-dicarboxylate

https://huagongshe.com/reaction/10419

반응식

참여 물질

역할이름HCID투입량
반응물Hydrogen PeroxideHCID 784—
반응물Sodium BicarbonateHCID 516892—
반응물Di-tert-butyl (2S)-5-oxopyrrolidine-1,2-dicarboxylateHCID 11129853—
반응물LithiumtriethylborohydrideHCID 23664628—
용매TetrahydrofuranHCID 8028—
생성물Di-tert-butyl (s)-5-hydroxypyrrolidine-1,2-dicarboxylateHCID 11077035—

반응 조건

온도-78 °C

반응 단계

93 g of di-tert-butyl (S)-5-oxopyrrolidine-1,2-dicarboxylate were dissolved in 600 ml of THF and cooled to −78° C. 392 ml of a 1N solution of lithium triethylborohydride in THF were added dropwise over the course of 90 min. The mixture was then stirred at −70° C. for 30 min. Subsequently, 240 ml of saturated sodium bicarbonate solution were added dropwise to the solution. The temperature was allowed to rise to −15° C. and then 160 ml of a 30% strength hydrogen peroxide solution were added dropwise. The mixture was then stirred at room temperature for 30 min. The phases were then separated, and the organic phase was concentrated in vacuo. The residue was taken up in 500 ml of tert-butyl methyl ether and washed 3 times with 300 ml of a 10% strength solution of sodium bicarbonate in water each time and twice with 300 ml of a saturated sodium chloride solution each time. The organic phase was dried with sodium sulfate, and the solvents were removed in vacuo. The crude product obtained in this way was employed without further purification in the next reaction.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07094800B2
출처 데이터셋uspto-grants-2006_08
ORD IDord-36ba26068fa844f5b119a23fefe3f5e6
출처 메모uspto-grants-2006_08