Triethylamine → 3-(Acetyloxy)methyl-7-[[4-(1-pyrryl)butyryl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid

HRID 26318

반응식

HRID 26318 반응식
[N:1]1([CH2:6][CH2:7][CH2:8][C:9]([OH:11])=O)[CH:5]=[CH:4][CH:3]=[CH:2]1.C(N(CC)CC)C.C(OC(Cl)=O)C(C)C.[C:27]([O:30][CH2:31][C:32]1[CH2:39][S:38][CH:37]2[N:34]([C:35](=[O:41])[CH:36]2[NH2:40])[C:33]=1[C:42]([OH:44])=[O:43])(=[O:29])[CH3:28]>O1CCCC1.O>[C:27]([O:30][CH2:31][C:32]1[CH2:39][S:38][CH:37]2[N:34]([C:35](=[O:41])[CH:36]2[NH:40][C:9](=[O:11])[CH2:8][CH2:7][CH2:6][N:1]2[CH:2]=[CH:3][CH:4]=[CH:5]2)[C:33]=1[C:42]([OH:44])=[O:43])(=[O:29])[CH3:28]

참가 물질

7

반응 조건

온도
-10 °C

실험 절차

4-(1-Pyrryl)butanoic acid (0.05 mole) is dissolved in 50 ml of tetrahydrofuran (THF) and 0.05 mole of triethylamine is added. This mixture is cooled to -10° C. and 0.05 mole of isobutylchloroformate is added. The mixture is stirred for 0.5 hours at -5° C. and then 0.05 mole of 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid and 0.075 mole of triethyl amine in 50 ml of THF (precooled) is added. The mixture is stirred at 0° C. for 1 hour and then warmed to room temperature. The mixture is diluted with water and extracted with ethyl acetate. The aqueous layer is acidified and extracted with ethyl acetate. The ethyl acetate extracts are combined, dried, filtered, and the solvent evaporated to give the title compound.

후처리

  1. stirringThe mixture is stirred at 0° C. for 1 hour
  2. temperaturewarmed to room temperature
  3. extractionextracted with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. customdried
  6. filtrationfiltered
  7. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-6631c8a00d354e8eb16797c3c5063d19
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04148998

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