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

HRID 653235ノート

反応式

HRID 653235 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 23695024Sodium 3-phenylacetamido-2-oxoazetidine-1-sulfonate収率 45.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2aae10082a62410b9d20b37e9075f079
出典データセット
uspto-grants-1987_06
特許番号
US04675397

反応ノート

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