Chen, Cheng; Xuan, Yang; Chen, Qi; Ni, Guo-Wei; Pan, Jiang; Xu, Jian-He published their research in Molecular Catalysis in 2021. The article was titled 《Asymmetric reduction of 2-chloro-3-oxo-ester into enantiomerically high pure diltiazem precursor by a Candida ketoreductase》.Category: esters-buliding-blocks The article contains the following contents:
Me (2R,3S)-3-(4-methoxyphenyl)glycidate [(2R,3S)-MPGM] is an advanced chiral synthon for the synthesis of the cardiovascular drug diltiazem. It can be easily accessed by cyclizing the reduction products of Me 2-chloro-3-(4-methoxyphenyl)-3-oxo-propanoate. Herein, we report an identified carbonyl reductase (CpKR) from Candida parapsilosis that displayed an excellent stereoselectivity toward the keto substituent at the C3-position of the 2-chloro-3-oxo-ester. The engineered Escherichia coli cells harboring CpKR gene were directly applied for the asym. reduction of keto ester 1a with a space-time yield of 46 g L-1 d-1, which represents the highest productivity in bio-reduction reported so far. The isolated chiral alc. products were then applied to the chem. synthesis of (2R,3S)-MPGM in 99% ee and a total yield of 76% in the two-step chemo-enzymic reactions, which far exceeded the maximum theor. yield (50%) of the existing industrial process based on a lipase-catalyzed resolution of racemic MPGM. This work provides a promising eco-friendly and cost-effective route toward industrial synthesis of pharmaceutically relevant diltiazem. In the experiment, the researchers used many compounds, for example, Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Category: esters-buliding-blocks)
Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Category: esters-buliding-blocks
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics