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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 224905생성일: 2026년 10월 24일

Potassium Phosphate, Dibasic → 3-Acetoxymethyl-7beta-[2-(5-tert.-butoxycarbonylaminomethyl-2-thienyl)-acetylamino]-3-cephem-4-carboxylic acid tert.-butyl ester

https://huagongshe.com/ko/reaction/224905

반응식

참여 물질

역할이름HCID투입량
반응물Potassium Phosphate, DibasicHCID 24450—
반응물Isobutyl chloroformateHCID 62365—
반응물tert-butyl (6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 15573427—
반응물2-[5-({[(Tert-butoxy)carbonyl]amino}methyl)thiophen-2-yl]aceticacidHCID 20293281—
용매DichloromethaneHCID 6344—
용매4-MethylmorpholineHCID 7972—
생성물3-Acetoxymethyl-7beta-[2-(5-tert.-butoxycarbonylaminomethyl-2-thienyl)-acetylamino]-3-cephem-4-carboxylic acid tert.-butyl esterHCID 70596567—

반응 조건

온도-20 °C

반응 단계

The starting material can be prepared as follows: 8.15 g of 2-(5-tert.-butoxycarbonylaminomethyl-2-thienyl)-acetic acid are dissolved in 500 ml of methylene chloride containing 3.06 ml of N-methylmorpholine, the solution, from which moisture is kept excluded, is cooled to -20° C. and 4.13 ml of chloroformic acid isobutyl ester are added dropwise whilst keeping the temperature at between -15° C. and -20° C. After 30 minutes, a solution of 9.85 g of 3-acetoxymethyl-7β-amino-3-cephem-4-carboxylic acid tert.-butyl ester in 50 ml of methylene chloride is added, after which the solution is stirred for a further 15 hours whilst slowly raising the temperature to 20° C. to 25° C. The mixture is poured out into ice-cold water, neutralised with dipotassium hydrogen phosphate and extracted repeatedly with methylene chloride. The organic extracts are washed with an aqueous saturated sodium chloride solution and dried over magnesium sulphate, after which the solvent is removed under reduced pressure. The residue is recrystallised from diethyl ether and gives 3-acetoxymethyl-7β-[2-(5-tert.-butoxycarbonylaminomethyl-2-thienyl)-acetylamino]-3-cephem-4-carboxylic acid tert.-butyl ester, melting point 76°-78° C., thin layer chromatogram (silica gel): Rf=0.44 (system: chloroform/ethyl acetate/acetic acid, 80:19:1).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US04234578
출처 데이터셋uspto-grants-1980_11
ORD IDord-7791b97ce8bc41b88ad4ddddf756f336
출처 메모uspto-grants-1980_11