Process for preparing α-keto acids and derivatives thereof

Process for preparing α-keto acids and derivatives thereof

A method for preparing α-keto acids, especially α-ketomethionine, and/or derivatives thereof, whereby an aldehyde is reacted with thiols to give a corresponding dithioacetal, the dithioacetal formed, is reacted with an electrophile in the presence of a strong base, and the resulting α,α-(dithio)carb...

Ausführliche Beschreibung

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Bibliographische Detailangaben
Hauptverfasser: ROTH PHILIPP, HATELEY MARTIN, JAEGER BARBARA, WECKBECKER CHRISTOPH, KOBLER CHRISTOPH, HUTHMACHER KLAUS
Format: Patent
Sprache:eng
Schlagworte:
ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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Beschreibung
Zusammenfassung:A method for preparing α-keto acids, especially α-ketomethionine, and/or derivatives thereof, whereby an aldehyde is reacted with thiols to give a corresponding dithioacetal, the dithioacetal formed, is reacted with an electrophile in the presence of a strong base, and the resulting α,α-(dithio)carboxylic acid is solvolyzed with acid-catalysis to release thiol and give the α-keto acid or a derivative thereof. Umpolung of aliphatic or aromatic aldehydes is effected by reaction with thiols.