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

HRID 1251288Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1251288
[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]

Komponenten

3

Edukt 2

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

Produkt 1

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

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

(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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-fa1edeb7b3a7497b9eb3a4fd0f567db3
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06342034B1

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