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Asymmetric reduction of ethyl 2-methyl 3-oxobutanoate by Chlorella.

Bioscience, biotechnology, and biochemistry (1999-05-05)
T Kuramoto, K Iwamoto, M Izumi, M Kirihata, F Yoshizako
RÉSUMÉ

Chlorella pyrenoidosa Chick reduced ethyl 2-methyl 3-oxobutanoate to the corresponding alcohols with the diastereomer (anti/syn) ratio of 53/47. The enantiomer excesses of anti-(2S, 3S)- and syn-(2S, 3R)-hydroxy esters were 89 and > 99ee% respectively. C. vulgaris and C. regularis afforded predominantly the syn-isomer, contrary to C. pyrenoidosa. The differences in the activity of reducing ethyl 2-methyl 3-oxobutanoate were observed among three strains of Chlorella. Addition of 2% metal salts slightly increased the chemical yield of the hydroxy ester.

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Sigma-Aldrich
Ethyl 2-methylacetoacetate, 90%