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具有治疗潜力的α,β-二甲基色胺(DMT)类似物的连续流动合成。

Continuous flow synthesis of ,-dimethyltryptamine (DMT) analogues with therapeutic potential.

作者信息

Simoens Andreas, Dejaegere Andreas, Vandevelde Marthe, Stevens Christian V

机构信息

Department of Green Chemistry and Technology, Synthesis, Bioresources and Bioorganic Chemistry Research Group, Ghent University Coupure Links 653 9000 Ghent Belgium

出版信息

RSC Med Chem. 2024 Oct 7;16(1):367-72. doi: 10.1039/d4md00562g.

Abstract

Herein, we describe the continuous flow synthesis and in-line extraction of ,-dimethyltryptamine (DMT) and several of its analogues using a Fischer indole reaction, along with a larger gram scale synthesis (4.75 g) of the model compound. These products could then be quickly transformed into their respective fumarate salts, making them easier to handle and stable for long time storage using a straightforward batch procedure. Additionally, the commercially available drug rizatriptan benzoate could be synthesised with high purity using this setup. The presented method employs relatively green solvents both for the synthesis and purification of the target products.

摘要

在此,我们描述了使用费歇尔吲哚反应连续流动合成并在线提取N,N-二甲基色胺(DMT)及其几种类似物,以及模型化合物的更大规模(4.75 g)克级合成。然后,这些产物可以快速转化为各自的富马酸盐,使用简单的分批程序使其更易于处理并能长期稳定储存。此外,使用该装置可以高纯度合成市售药物苯甲酸利扎曲普坦。所提出的方法在目标产物的合成和纯化中均采用了相对绿色的溶剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f9d0/11758232/022af56a96f1/d4md00562g-f1.jpg

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