4.8 Article

Chemo-enzymatic cascades producing 2,5-furandicarboxylic acid precursors viad-gluconate barbell oxidation and dehydration

期刊

GREEN CHEMISTRY
卷 25, 期 18, 页码 7126-7140

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3gc01493b

关键词

-

向作者/读者索取更多资源

A new chemo-enzymatic strategy for generating furan-2,5-dicarboxylic acid (FDCA) precursors from sodium gluconate via bio-oxidation and dehydration is presented. The specific product 5-keto-d-gluconic acid (5KGA), a stable intermediate, was obtained in 99% yield. The yield of the FDCA precursor n-butyl-5-formyl-2-furancarboxylate (nBu-FFCA) reached 77.9% via the dehydration and esterification of 5KGA.
As a potential substitute for petroleum-based terephthalic acid (TPA) in the manufacture of polyesters, 2,5-furandicarboxylic acid has been obtained through several feasible routes. Herein, a new chemo-enzymatic strategy for generating furan-2,5-dicarboxylic acid (FDCA) precursors from sodium gluconate via bio-oxidation and dehydration is presented. By coupling the bio-oxidation of gluconate 5-dehydrogenase with carbonyl reductase PsCR for cofactor regeneration, 5-keto-d-gluconic acid (5KGA), a specific product of d-gluconic acid bio-oxidation and a stable intermediate, was obtained in 99% yield. The statin intermediate ethyl (S)-4-chloro-3-hydroxybutanoate was simultaneously generated as a co-product via cycling cascade catalysis. Subsequently, the yield of the FDCA precursor n-butyl-5-formyl-2-furancarboxylate (nBu-FFCA) generated via5KGA dehydration and esterification reached 77.9%. Key intermediate characterization and theoretical calculations revealed that the decarboxylation and dehydration of cyclic 5KGA to furfural was the main side-reaction that prevented a better yield of dehydrated 5KGA. This route demonstrates good sustainability and market competitiveness compared to the existing FDCA synthesis methods.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.8
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
暂无数据