Sulfuric Acid → (S)-4-hydroxy-3-methanesulfonyl hydroxybutyric acid

HRID 1977497

反応式

HRID 1977497 の反応式
[CH3:1][S:2]([CH:5]1[CH2:10][O:9][C:7](=[O:8])[C@@H:6]1[OH:11])(=[O:4])=[O:3].S(=O)(=O)(O)[OH:13]>>[OH:9][CH2:10][CH:5]([S:2]([CH3:1])(=[O:4])=[O:3])[C@@H:6]([OH:11])[C:7]([OH:13])=[O:8]

参加物

3

反応物 2

HCID 1118Sulfuric AcidHCID 86756702(S)-3-methanesulfonyl hydroxybutyrolactone

生成物 1

HCID 86756701(S)-4-hydroxy-3-methanesulfonyl hydroxybutyric acid

反応条件

温度
50 °C

実験手順

(S)-3-methanesulfonyl hydroxybutyrolactone (1.0 g, 5.6 mmol), D2O (10 ml), and the concentrated sulfuric acid (0.0549 g, 0.56 mmol) were placed in a 25 ml reactor and stirred at 50° C. for 3 hours. The reacting solution was cooled to room temperature and extracted with dichloromethane (10 ml) twice to recover the unreacted (S)-3-methanesulfonyl hydroxybutyrolactone. The presence of the target (S)-4-hydroxy-3-methanesulfonyl hydroxybutyric acid in a pure form in the D2O layer was confirmed by nuclear magnetic resonance.

後処理

  1. temperatureThe reacting solution was cooled to room temperature
  2. extractionextracted with dichloromethane (10 ml) twice
  3. customto recover the unreacted (S)-3-methanesulfonyl hydroxybutyrolactone

出典と根拠

ORDレコード
ord-6c4d0ae92bbc4f4399d033835c900eac
出典データセット
uspto-grants-2001_05
特許番号
US06232478B1

関連ノート

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