Ethyl -4-chloro-3-hydroxybutanoate production

The mixture of products was separated by column chromatography on a silica gel column with hexane/ethyl acetate (7 3) as the eluent. (5)-4-Chloro-3-hydroxybutanoate eluted first from the column followed by (5)-4-cyano-3-hydroxybutanoate. 

Production of Chiral 4-Chloro-3-Hydroxybutanoate Ethyl Ester by Microbial Asymmetric Reduction of 4-Chloroacetoacetate... 

Bottlenecks for Bioreduction of Prochiral Carbonyl Compounds by Microbial Cells for Industrial Use Production of (fl)-4-Chloro-3-Hydroxybutanoate Ethyl Ester... 

When the enantioselective reduction of ethyl 4-chloroacetoacetate was carried out with alcohol dehydrogenase from Candida parapsilosis, the other enantiomer was produced ethyl (P)-4-chloro-3-hydroxybutanoate [134]. This product is a key intermediate in a synthesis of (R)-carnitine. In this case a substrate coupled approach was chosen. The enzyme also has a strong oxidation activity for 2-propanol, which was therefore selected as the cosubstrate. The situation is depicted in Fig. 3.50. Under optimized conditions, the yield of (R)-ethyl-4-chloro-3-hydroxy-butanoate reached 36.6 g L-1 (> 99% ee, 95% yield) on a 30 L scale. 

Figure 9.2 Biocatalytic production of optically active ethyl 4-chloro-3-hydroxybutanoate with...

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