Phosphoric Acid → Sodium 3-phenylacetamido-2-oxoazetidine-1-sulfonate

HRID 653235노트

반응식

HRID 653235 반응식
[NH2:1][CH:2]1[CH2:5][N:4]([S:6]([OH:9])(=[O:8])=[O:7])[C:3]1=[O:10].[C:11]1([CH2:17][C:18](Cl)=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])O.[Na+:25].P(=O)(O)(O)O>O.O1CCCC1>[C:11]1([CH2:17][C:18]([NH:1][CH:2]2[CH2:5][N:4]([S:6]([O-:9])(=[O:8])=[O:7])[C:3]2=[O:10])=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Na+:25]

참가 물질

7

반응물 4

HCID 1004Phosphoric AcidHCID 7679Phenylacetyl chlorideHCID 516892Sodium BicarbonateHCID 130190953-Amino-2-oxoazetidine-1-sulfonic acid

생성물 1

HCID 23695024Sodium 3-phenylacetamido-2-oxoazetidine-1-sulfonate수율 45.6%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

In 1 ml of water is dissolved 50 mg of the above 3-amino 2-oxoazetidine-1-sulfonic acid, followed by addition of a solution of 69 mg of phenylacetyl chloride in 1 ml tetrahydrofuran and 101 mg of sodium hydrogen carbonate in alternate portions with ice-cooling and stirring. After stirring at room temperature for 30 minutes, the mixture is adjusted to pH 5.8 with phosphoric acid. The tetrahydrofuran is then distilled off under reduced pressure. The water layer is washed with ethyl acetate and purified by XAD-II chromatography, whereby 42 mg of sodium 3-phenylactamido-2-oxoazetidine-1-sulfonate is obtained.

후처리

  1. temperaturecooling
  2. stirringAfter stirring at room temperature for 30 minutes
  3. distillationThe tetrahydrofuran is then distilled off under reduced pressure
  4. washThe water layer is washed with ethyl acetate
  5. custompurified by XAD-II chromatography

출처 및 근거

ORD 기록
ord-2aae10082a62410b9d20b37e9075f079
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04675397

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