利用流动微反应器扩大不稳定有机锂试剂合成 C-糖苷的范围。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-05-31 DOI:10.1021/acs.orglett.4c01698

Hiromichi V. Miyagishi, Yusuke Kimuro, Yosuke Ashikari and Aiichiro Nagaki*,

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引用次数: 0

摘要

C 型糖苷是药物和生物活性化合物的多功能支架。常见的基于有机锂的 C-糖苷合成受限于低反应温度和有限的底物范围。为了解决这些问题，利用流动微反应器（FMR）进行快速混合和精确控温，使 C-糖苷的合成温度高达 40 °C，并扩大了底物范围。连续合成 C-糖苷的产量达到 21.9 克/小时，证明了 FMR 的工业潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Expanding the Scope of C-Glycoside Synthesis from Unstable Organolithium Reagents Using Flow Microreactors

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Expanding the Scope of C-Glycoside Synthesis from Unstable Organolithium Reagents Using Flow Microreactors

C-glycosides are versatile scaffolds for drugs and bioactive compounds. The common organolithium-based synthesis of C-glycosides is limited by low reaction temperatures and a restricted substrate scope. To address these issues, a flow microreactor (FMR) was utilized for rapid mixing and precise temperature control, enabling C-glycoside synthesis at temperatures up to 40 °C and expanding the substrate scope. Continuous C-glycoside synthesis was achieved with a throughput of 21.9 g h^–1, demonstrating the industrial potential of FMRs.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.