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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 653823생성일: 2026년 10월 26일

Benzaldehyde → 4-Methoxycarbonyl-5-phenyl-2-oxazoline

https://huagongshe.com/reaction/653823

반응식

참여 물질

역할이름HCID투입량
반응물BenzaldehydeHCID 240—
반응물Methyl isocyanoacetateHCID 547815—
촉매Silver(I) trifluoromethanesulfonateHCID 76223—
용매DichloromethaneHCID 6344—
생성물4-Methoxycarbonyl-5-phenyl-2-oxazolineHCID 1161539291%

반응 조건

온도25 °C

반응 단계

39/3 mg (0.55 mmole) of (S)-N-methyl-N-[3-(diethylamino) -propyl]-1-[(R)-1',2-bis(diphenylphosphino)ferrocenyl] -ethylamine and 14.1 mg (0.055 mmole) of silver trifluoromethane-sulfonate was stirred in methylene chloride (5.5 ml) at room temperature for 30 minutes, and then, 0.549 g (5.54 mmole) of methyl isocyano-acetate and 0.642 g (6.05 mmole) of benzaldehyde was added thereto and stirred for 20 hours at 25° C. in nitrogen After being distilled under conditions of 110° C./0.3 mmHg, 1.0 g of 4- methoxycarbonyl-5-phenyl-2-oxazoline (trans/cis =87/13) was obtained. Yield: 91%. The trans-form and the cis-form were separated from each other by column chromatography, and the optical purity of the transform was determined by means of 1H NMR spectroscopy with the same shift reagent Eu(dcm)3 as Example 1, which was 51% ee. After acid-hydrolysis with 6N HC1, L-threo-β-phenylserine, which is a known compound, was obtained.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05128478
출처 데이터셋uspto-grants-1992_07
ORD IDord-5bfc7bf253714aea8cd17999663b9ac2
출처 메모uspto-grants-1992_07