COA of Formula: C6H11ClO3. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about How cell physiology affects enantioselectivity of the biotransformation of ethyl 4-chloro-acetoacetate with Saccharomyces cerevisiae. Author is Bertau, M..
Saccharomyces cerevisiae (baker’s yeast) reduces Et 4-chloro-acetoacetate enantioselectively to (R)- or (S)-Et 4-chloro-3-hydroxybutyrate depending on the reaction conditions and the physiol. state of the yeast cells. The (S)-enantiomer is obtained under batch conditions with resting cells (55%, enantiomeric excess [ee]), and 4-chloro-acetate fed-batch actively metabolizing yeast affords the (R)-isomer (54%, ee). The enantioselective reduction of the substrate is accompanied by competing enzyme actions. Of the metabolites formed from the substrate, chloroacetone and the target compound (R)-Et 4-chloro-3-hydroxybutyrate emerged as most important effectors of enantioselectivity of the microbial reduction As a minor side-reaction, an aerobic reductive dehalogenation of the substrate was observed The unusual high enantiopurity of the dehalo-product (S)-Et 3-hydroxybutyrate confirms the stereo-directing effect of chloroacetone impressively. Hence, with S. cerevisiae either enantiomer can be obtained by variation of reaction conditions. The yeast further turned out to be a promising biocatalyst for dehalogenations.
Different reactions of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)COA of Formula: C6H11ClO3 require different conditions, so the reaction conditions are very important.
Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem