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Tandem Continuous Flow Curtius Rearrangement and Subsequent Enzyme-Mediated Impurity Tagging
Organic Process Research & Development ( IF 3.4 ) Pub Date : 2020-11-06 , DOI: 10.1021/acs.oprd.0c00420
Marcus Baumann 1 , Alexander Leslie 1 , Thomas S. Moody 2, 3 , Megan Smyth 2 , Scott Wharry 2
Affiliation  

The use of continuous flow as an enabling technology within the fine chemical and pharmaceutical industries continues to gain momentum. The associated safety benefits with flow for handling of hazardous or highly reactive intermediates are often exploited to offer industrially relevant and scalable Curtius rearrangements. However, in many cases the Curtius rearrangement requires excess nucleophile for the reaction to proceed to high conversions. This can complicate work procedures to deliver high-purity products. However, tandem processing and coupling of the Curtius rearrangement with an immobilized enzyme can elegantly facilitate chemoselective tagging of the residual reagent, resulting in a facile purification process under continuous flow.

中文翻译:

串联连续流动Curtius重排和随后的酶介导的杂质标记

在精细化工和制药行业中,将连续流用作使能技术的势头不断增强。通常会利用与处理危险或高反应性中间体相关的流量带来的相关安全优势,以提供与工业相关且可扩展的Curtius重排。然而,在许多情况下,Curtius重排需要过量的亲核试剂才能使反应进行高转化率。这会使提供高纯度产品的工作程序复杂化。但是,串联处理和库尔修斯重排与固定化酶的偶联可以优雅地促进残留试剂的化学选择性标记,从而在连续流动下实现简便的纯化过程。
更新日期:2020-11-06
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