Conference Proceedings

Sixth International Conference on Advances in Applied Science and Environmental Technology - ASET 2017

The Studies on a new type of Enzymatic Dynamic Kinetic Resolution based on Esterification.

Author(s) : RYSZARD OSTASZEWSKI

Abstract

Chiral, β,γ-Unsaturated carboxylic acids derivatives are important intermediates in the synthesis of many biologically active compounds; for example anti-microtubule agents [1], Bisnorvernolepin [2] and Vineomycinone B2 [3]. Recently we have performed studies on enzymatic kinetic resolution based on esterification of carboxylic acids with orthoestres, used as a donor of alkoxy group [4,5]. As a compound for our studies, we choose 2-benzyl-2-methylbut-3-enic acid, which contains stereogenic quaternary carbon center. This compound is a substrate for the synthesis of irreversible inhibitors of a carboxypeptidase A, a representative zinc-containing proteolytic enzyme [6]. 2-Benzyl-2-methylbut-3-enic acid was synthesized in 4-step synthesis, containing enzymatic hydrolysis of benzylmethylmalonic dimethylester [6]. We propose short, two step synthesis of optically active 2-benzyl-2-methylbut-3-enic acid from commercially available tiglic acid. The results of optimization of the kinetic resolution of 2-benzyl-2-methylbut-3-enic acid, containing enzyme screening, influence of solvent and reaction conditions will be demonstrated.[7].

Conference Title : Sixth International Conference on Advances in Applied Science and Environmental Technology - ASET 2017
Conference Date(s) : 25-26 February 2017
Place : Hotel Lebua at State Tower, Bangkok, Thailand
No fo Author(s) : 1
DOI : 10.15224/978-1-63248-119-1-64
Page(s) : 19 - 20
Electronic ISBN : 978-1-63248-119-1
Views : 457   |   Download(s) : 187