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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 501618생성일: 2026년 10월 25일

Cesium carbonate → (2R,3S)-1-tert-Butyloxycarbonyl-3-(tert-butyldimethylsilanyloxy)-2-[(1S)-1-(3-chloro-4-cyano-2-methyl-phenylamino)ethyl]pyrrolidine

https://huagongshe.com/reaction/501618

반응식

참여 물질

역할이름HCID투입량
반응물Cesium carbonateHCID 10796—
반응물2-Chloro-4-iodo-3-methylbenzonitrileHCID 16731995—
반응물(2R,3S)-N-tert-Butyloxycarbonyl-3-(tert-butyldimethylsilanyloxy)-2-((1S)-1-aminoethyl) pyrrolidineHCID 16732284—
용매Dimethylsulfoxide tolueneHCID 22340214—
생성물(2R,3S)-1-tert-Butyloxycarbonyl-3-(tert-butyldimethylsilanyloxy)-2-[(1S)-1-(3-chloro-4-cyano-2-methyl-phenylamino)ethyl]pyrrolidineHCID 1673228599%

반응 조건

온도110 °C

반응 단계

To a solution of 61F (325 mg, 0.94 mmol) in degassed toluene:DMSO (2:1, 7 mL) at rt was added 61G (260 mg, 0.94 mmol), Cs2CO3 (614 mg, 1.89 mmol) and a solution of Pd2(dba)3 and (S)—N,N-dimethyl-1-[(R)-2-(diphenyphosphino)ferrocenyl]ethylamine (1:6 ratio, 0.06 mol %) in nitrogen degassed toluene (3 mL). The reaction was degassed with nitrogen for 30 min, sealed and heated at 110° C. for 48 h. Cool to rt and extract with EtOAc (50 mL) and wash with water followed by sat'd aqueous NaHCO3. Dry over MgSO4, filter and concentrate. Purification by flash chromatography (40 g ISCO silica gel cartridge, 0-10% EtOAc in hexane gradient) gave the title compound (460 mg): MS (ES) m/z 494.29 [M+H]+

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07772267B2
출처 데이터셋uspto-grants-2010_08
ORD IDord-ee1eb99e0caa4147b36fff2a75fb3127
출처 메모uspto-grants-2010_08