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

HRID 1977497

Reaktionsgleichung

Reaktionsgleichung von HRID 1977497
[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-6c4d0ae92bbc4f4399d033835c900eac
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06232478B1

Verknüpfte Notizen

Wird geladen…