Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate. 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 Improving the Stereoselectivity of Asymmetric Reduction of 3-Oxo Ester to 3-Hydroxy Ester with Pretreatments on Bakers’ Yeast. Author is Yang, Zhong-Hua; Yao, Shan-Jing; Lin, Dong-Qiang.
The techniques for improving the stereoselectivity of asym. reduction of 3-oxo ester to chiral 3-hydroxy ester catalyzed by yeast cells were studied. Et 4-chloro-3-oxobutanoate was chosen as the model substrate, and the effects of heating and enzyme inhibitor pretreatment of yeast cells on the stereoselectivity of the reduction reaction were investigated in detail. The results showed that the heating pretreatment and preincubation with allyl alc. could remarkably improve the stereoselectivity of the S-(D)-product, resp. The stereoselectivity of the S-form product increased with increasing temperature and treatment time in the heating pretreatment. Using allyl alc. as enzyme inhibitor, the stereoselectivity of the S-form product also increased with increasing the concentration of allyl alc. Under appropriate pretreatment conditions, the ee of (S)-Et 4-chloro-3-hydroxybutanoate in the asym. reduction could reach as high as 97%.
《Improving the Stereoselectivity of Asymmetric Reduction of 3-Oxo Ester to 3-Hydroxy Ester with Pretreatments on Bakers’ Yeast》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((R)-Ethyl 4-chloro-3-hydroxybutanoate)Safety of (R)-Ethyl 4-chloro-3-hydroxybutanoate.