Sodium Thiosulfate → (S)-2-acetylthio-3-phenylpropanoic acid

HRID 10928

反応式

HRID 10928 の反応式
[C:1]([O-:4])(=[S:3])[CH3:2].[K+].Cl[C@H:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:8]([OH:10])=[O:9].S([O-])([O-])(=O)=S.[Na+].[Na+]>CN(C)C=O>[C:1]([S:3][C@@H:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:8]([OH:10])=[O:9])(=[O:4])[CH3:2]

参加物

5

実験手順

Potassium thioacetate (68 mg, 0.64 mmol) was added to a solution of 100 mg (0.54 mmol) of the (2R)-2-chloro-3-phenylpropionic acid obtained in Example 14 in 2 ml of dimethylformamide at room temperature, and the mixture was stirred for 24 hours. A 6% aqueous solution of sodium thiosulfate (0.5 ml) was added to the reaction mixture, and the whole mixture was extracted with 30 ml of ethyl acetate. The organic phase was washed with 3 ml of 6% sodium thiosulfate aqueous solution, 3 ml of water and 3 ml of a saturated aqueous solution of sodium chloride, and dried over sodium sulfate. The solvent was removed under reduced pressure to give 101 mg (yield 83%) of the desired (2S)-2-acetylthio-3-phenylpropionic acid.

後処理

  1. extractionthe whole mixture was extracted with 30 ml of ethyl acetate
  2. washThe organic phase was washed with 3 ml of 6% sodium thiosulfate aqueous solution, 3 ml of water and 3 ml of a saturated aqueous solution of sodium chloride
  3. dry with materialdried over sodium sulfate
  4. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-908bddf74474441f8443475f190a40a2
出典データセット
uspto-grants-2006_08
特許番号
US07094926B2

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