Method for the enantioselective reduction of 3,5-dioxocarboxylic acids, their salts and their esters
AssigneeForschungszentrum Julich GmbH
InventorsMichael Wolberg, Michael Müller, Werner Hummel
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Abstract
The invention relates to a method for the enantioselective reduction of 3,5-dioxocarboxylic acid derivatives and their syntheses. According to the invention, compounds of formula (4) are reacted with an alcohol dehydrogenase which preferably stems from Lactobacillus brevis and which is recombinantly over-expressed in Escherichia coli, in the presence of NADPH. The keto group in position 5 is enantioselectively reduced during this reaction. The keto group in position 3 can also be specifically syn- or anti-reduced in a further step by means of chemical or enzymatic reactions.
Claims16
A method for the enantioselective reduction of 3,5-dioxocarboxylic acids, their salts and their esters having the Formula 4,
- wherein
- R1 is alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, aralkyl, cycloalkylalkyl, hydrogen or metal cation,
- X is hydrogen, halogen, alkyl, aryl, CH═CHR2, C≡CR3,
- R2 is alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, aralkyl, cycloalkylalkyl or hydrogen;
- R3 is alkyl, alkenyl, cycloalkyl, cycloalkenyl, aryl, aralkyl, cycloalkylalkyl, hydrogen or metal cation,
- which comprises a reduction is catalyzed by means of an alcohol dehydrogenase in the presence of a co-factor.
Dependencies are inferred from the claim text.