Methanol → L-cysteic acid methyl ester hydrochloride

Reaktionsgleichung

[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][S:4](=[O:7])([OH:6])=[O:5].S(Cl)([Cl:13])=O.[CH3:15]O>>[ClH:13].[CH3:15][O:9][C:8](=[O:10])[C@H:2]([CH2:3][S:4](=[O:6])([OH:7])=[O:5])[NH2:1]

Komponenten

Edukt 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 72886L-Cysteic acid

Produkt 1

HCID 86673321L-cysteic acid methyl ester hydrochlorideAusbeute 75 %

Versuchsvorschrift

L-Cysteic acid (300 mg, 1.77 mmol) was dissolved in methanol (12 mL), and thionyl chloride (2.5 mL, 34 mmol) was slowly added dropwise at 0° C. After stirring at room temperature overnight, the reaction mixture was concentrated under reduced pressure, and the obtained residue was suspended in diisopropyl ether. The suspension was filtered to give the title compound as white crystals (291 mg, 1.33 mmol, 75%).