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Trifluoroacetic acid → 7-Amino-3-cephem-4-carboxylic acid

HRID 1903575
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HRID 1903575 반응식
C([O:14][C:15]([C:17]1[N:22]2[C:23](=[O:26])[C@@H:24]([NH2:25])[C@H:21]2[S:20][CH2:19][CH:18]=1)=[O:16])(C1C=CC=CC=1)C1C=CC=CC=1.FC(F)(F)C(O)=O>C1(OC)C=CC=CC=1.C1(C)C=CC=CC=1>[NH2:25][C@@H:24]1[C:23](=[O:26])[N:22]2[C:17]([C:15]([OH:16])=[O:14])=[CH:18][CH2:19][S:20][C@H:21]12
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참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 9842110diphenylmethyl (6R,7R)-7-Amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

생성물 1

HCID 117357907-Amino-3-cephem-4-carboxylic acid

시약·촉매·용매 2

HCID 1140Toluene용매HCID 7519Anisole용매

실험 절차

36.6 g of 7β-amino-3-cephem-4-carboxylic acid benzhydryl ester in 60 ml of anisole are reacted for 10 minutes at room temperature with 240 ml of trifluoroacetic acid. The reaction mixture is diluted with toluene and evaporated to dryness in vacuo. The residue is dissolved in a mixture of 150 ml of methanol, 250 ml of ether and 10 ml of water and the pH is adjusted to 3.5 with triethylamine. The suspension is cooled for 1 hour to 0° C. and the fine-crystalline precipitate of 7β-amino-3-cephem-4-carboxylic acid is isolated by filtration.

후처리

  1. customevaporated to dryness in vacuo
  2. dissolutionThe residue is dissolved in a mixture of 150 ml of methanol, 250 ml of ether and 10 ml of water
  3. temperatureThe suspension is cooled for 1 hour to 0° C.

출처 및 근거

ORD 기록
ord-10cdf4d270bb4d59bbbc112bacac6939
출처 데이터셋
uspto-grants-1984_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04436903

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