1,1'-(Diazomethylene)bis(benzene) → Benzhydryl 7alpha-chloro-3-methyl-3-cephem-4-carboxylate

HRID 257995노트

반응식

HRID 257995 반응식
[Cl:1][C@H:2]1[C:13](=[O:14])[N:4]2[C:5]([C:10]([OH:12])=[O:11])=[C:6]([CH3:9])[CH2:7][S:8][C@H:3]12.[C:15]1([C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[N+]=[N-])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(Cl)Cl>[Cl:1][C@H:2]1[C:13](=[O:14])[N:4]2[C:5]([C:10]([O:12][CH:21]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:11])=[C:6]([CH3:9])[CH2:7][S:8][C@H:3]12

참가 물질

4

반응물 2

HCID 612301,1'-(Diazomethylene)bis(benzene)HCID 156604937alpha-Chloro-3-methyl-3-cephem-4-carboxylic acid

생성물 1

HCID 67657933Benzhydryl 7alpha-chloro-3-methyl-3-cephem-4-carboxylate수율 45.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

The 7α-chloro-3-methyl-3-cephem-4-carboxylic acid (10.0 g, 0.0428 mol) was dissolved in methylene chloride (200 ml), and diphenyldiazomethane (10.8 g, 0.0557 mol) dissolved in methylene chloride (50 ml) was added dropwise over 30 minutes. The mixture was stirred at room temperature for two hours. Solvent was removed under reduced pressure and the product was purified over silica column using hexane-ethyl acetate mixture to yield benzhydryl 7α-chloro-3-methyl-3-cephem-4-carboxylate (7.8 g, 45.6%).

후처리

  1. additionwas added dropwise over 30 minutes
  2. customSolvent was removed under reduced pressure
  3. customthe product was purified over silica column

출처 및 근거

ORD 기록
ord-bd22f1eb858c4faf840cc4b0f12c0119
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05264429

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