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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2088165생성일: 2026년 10월 27일

Methyl 2-(3,5-bis(trifluoromethyl)phenyl)-2-diazoacetate → (1R*,2R*,5R*)-8-Benzyl-2-{(1S*)-1-[3,5-bis(trifluoromethyl)phenyl]-(methoxycarbonyl)methoxy}-1-phenyl-8-azabicyclo[3.2.1]octane

https://huagongshe.com/reaction/2088165

반응식

참여 물질

역할이름HCID투입량
반응물Methyl 2-(3,5-bis(trifluoromethyl)phenyl)-2-diazoacetateHCID 54200568—
반응물(1R*,2R*,5R*)-8-Benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-olHCID 69688994—
촉매Rhodium acetateHCID 168478—
용매BenzeneHCID 241—
생성물(1R*,2R*,5R*)-8-Benzyl-2-{(1S*)-1-[3,5-bis(trifluoromethyl)phenyl]-(methoxycarbonyl)methoxy}-1-phenyl-8-azabicyclo[3.2.1]octaneHCID 86586700—

반응 단계

Slow addition of methyl 2-diazo-2-(3,5-bis(trifluoromethyl)phenyl)acetate (504 mg, 1.61 mmol) as a solution in benzene (3 ml) to (1R*,2R*,5R*)-8-benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol (Description 9; 430 mg, 1.47 mmol) in benzene (3 ml) was carried out in the presence of catalytic rhodium acetate (5 mg) at reflux under N2. The reaction mixture was concentrated in vacuo to give a green oil then purified by flash column chromatography [15% ethyl acetate in iso-hexane] to give the title compound as a yellow oil (mainly 1 isomer)(735 mg, 87%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US06727249B2
출처 데이터셋uspto-grants-2004_04
ORD IDord-75968bcb1d1949dcb7cde7fe288eb8f2
출처 메모uspto-grants-2004_04