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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 615797생성일: 2026년 10월 27일

Trifluoroacetic acid → (6R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[2-(methylcarbamoylamino)-[1,3]thiazolo[4,5-c]pyridin-5-ium-5-yl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

https://huagongshe.com/reaction/615797

반응식

참여 물질

역할이름HCID투입량
반응물Trifluoroacetic acidHCID 6422—
반응물AnisoleHCID 7519—
반응물benzhydryl (6R)-3-(iodomethyl)-7-[[(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 13239634—
반응물2-(3-Methylureido)thiazolo[4,5-c]pyridineHCID 15593547—
용매DimethylformamideHCID 6228—
용매Ether acetateHCID 21226428—
생성물(6R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[2-(methylcarbamoylamino)-[1,3]thiazolo[4,5-c]pyridin-5-ium-5-yl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 177740057100.1%

반응 단계

A mixture of diphenylmethyl 7-[(Z)-2-methoxyimino-2-(2-tritylaminothiazol-4-yl)acetamido]-3-iodomethyl-3-cephem-4-carboxylate [VIIa] (466 mg, 0.5 mmole) and 2-(3-methylureido)-thiazolo[4,5-c]pyridine (104 mg, 0.5 mmole) in 3 ml of dry DMF was stirred at room temperature for 1 hour and diluted with ether acetate to give 430 mg of crude quaternary salt, which was treated with TFA and anisole at room temperature for 30 minutes. The mixture was evaporated and triturated with ether to give 302 mg of crude Ir which was purified on a column of HP-20 resin (40 ml) using 30% CH3OH as an eluant to give 169 mg (56%) of Ir. Mp. 184°~200° C. (dec.). Estimated purity by HPLC: 40%.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US04500526
출처 데이터셋uspto-grants-1985_02
ORD IDord-a46b1601d1794ddeadfbebab7cb5a24b
출처 메모uspto-grants-1985_02