Phosphoric Acid → 7beta-phenylacetamido-3-(1-methyl-1H-tetrazol-5-yl) thiomethyl-3-cephem-4-carboxylic acid

HRID 28015

반응식

HRID 28015 반응식
[C:1]1([CH2:7][C:8]([NH:10][C@@H:11]2[C:40](=[O:41])[N:13]3[C:14]([C:37]([OH:39])=[O:38])=[C:15]([CH2:18]OC(=O)C4C=CC=CC=4S(=O)(=O)NC(OCC)=O)[CH2:16][S:17][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[SH:42][C:43]1[N:47]([CH3:48])[N:46]=[N:45][N:44]=1.C(=O)([O-])O.[Na+].P(=O)(O)(O)O>O>[C:1]1([CH2:7][C:8]([NH:10][C@@H:11]2[C:40](=[O:41])[N:13]3[C:14]([C:37]([OH:39])=[O:38])=[C:15]([CH2:18][S:42][C:43]4[N:47]([CH3:48])[N:46]=[N:45][N:44]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 1004Phosphoric AcidHCID 516892Sodium BicarbonateHCID 705823797beta-phenylacetamido-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acidHCID 178482017HCID 178482017, 화합물

생성물 1

HCID 133441437beta-phenylacetamido-3-(1-methyl-1H-tetrazol-5-yl) thiomethyl-3-cephem-4-carboxylic acid수율 81.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

In water (50 ml) is suspended 7β-phenylacetamido-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid (3.0 g) together with 5-mercapto-1-methyl-1H-tetrazole (1.0 g). The mixture is adjusted to pH 5.5 with sodium hydrogen carbonate and the resultant solution is heated at 60° C. for 50 minutes. The solution is brought to pH 2.0 with dilute phosphoric acid and extracted with ethyl acetate (100 ml). The extract is rinsed with a saturated aqueous solution of sodium chloride, dried and concentrated. Then, following the addition of ether, the precipitate is recovered by filtration. By the above procedure is obtained 7β-phenylacetamido-3-(1-methyl-1H-tetrazol-5-yl) thiomethyl-3-cephem-4-carboxylic acid (1.8 g).

후처리

  1. extractionextracted with ethyl acetate (100 ml)
  2. washThe extract is rinsed with a saturated aqueous solution of sodium chloride
  3. customdried
  4. concentrationconcentrated
  5. additionthe addition of ether
  6. filtrationthe precipitate is recovered by filtration

출처 및 근거

ORD 기록
ord-a76fcfb5566b4a3ead4827521264128b
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04224441

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