对 "3′-氟-3′-脱氧甜菜碱腺嘌呤膦酸盐的合成 "的更正

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Swarup De, Steven De Jonghe, Piet Herdewijn
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引用次数: 0

摘要

方案 1 中化合物 3 的结构分配有误(此处作为图 1 展示)。在合成化合物 3 的过程中,作者采用了文献(Org. Lett.然而,在同一篇文章中,作者没有提供核磁共振光谱,在进行结构鉴定时,作者参考了 Wong 等人的文章(J. Am. Chem. Soc. 1998, 120, 1965-1978)。在将化合物 3 的所有核磁共振数据与之前报告的数据进行比较后,我们得出结论:分离出的化合物主要是 3′-苄基加合物 3a(图 2),仅含有少量所需的化合物 3。在假定我们得到了 3 的正确区域异构体(即 5′-苄基类似物)的基础上,我们进行了以下步骤。现在我们在图 2 中展示在以下步骤中分离出的化合物 3-8 的正确结构。图 1.原作中的方案 1。图 2.带有正确结构的修订方案 1。我们认为,原论文中方案 1 中化合物 4a-8a 的细节现已多余。因此,我们删除了原论文及其 "辅助信息 "中的这些信息。原论文的其他部分保持不变,结论中的无意误读也不会造成任何后果。辅助信息可从 https://pubs.acs.org/doi/10.1021/acs.joc.4c02215 免费获取。中间体和最终化合物的 1H、13C、19F 和 31P NMR 光谱和 HRMS 光谱 (PDF) Correction to "Synthesisof a 3′-Fluoro-3′-deoxytetroseAdenine Phosphonate" 0 views 0 shares 0 downloads 大多数电子版辅助信息文件无需订阅 ACS Web Editions 即可获得。这些文件可按文章下载,供研究使用(如果相关文章链接了公共使用许可,则该许可可能允许其他用途)。如需其他用途,可通过 RightsLink 许可系统 http://pubs.acs.org/page/copyright/permissions.html 向 ACS 申请许可。本文尚未被其他出版物引用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Correction to “Synthesis of a 3′-Fluoro-3′-deoxytetrose Adenine Phosphonate”

Correction to “Synthesis of a 3′-Fluoro-3′-deoxytetrose Adenine Phosphonate”
The assignment of the structure of compound 3 in Scheme 1 was incorrect (presented here as Figure 1). A reported literature procedure (Org. Lett. 2000, 2, 3355–3357), which is also referenced in the manuscript (ref 13), was followed to synthesize compound 3. However, in the same paper, no NMR spectra were provided, and for structural identification, the authors referred to Wong et al. (J. Am. Chem. Soc. 1998, 120, 1965–1978). After comparing all of the NMR data of compound 3 with previously reported data, we came to the conclusion that the isolated compound was primarily 3′-benzylated adduct 3a (Figure 2) with only a minor presence of the desired compound 3. On the basis of the assumption that we made the correct regioisomer of 3 (i.e., the 5′-benzylated analogue), the following steps were performed. We now show the correct structures of compounds 38 in Figure 2 that were isolated in the following steps. Figure 1. Scheme 1 from the original work. Figure 2. Revised Scheme 1 with the correct structures. We think that the details of compounds 4a8a in Scheme 1 of the original paper are now redundant. Therefore, we remove this information from the original paper and its Supporting Information. The other parts of the original paper remain unchanged, and there is no consequence of the unintentional misinterpretation in the conclusion. The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.joc.4c02215. 1H, 13C, 19F, and 31P NMR spectra and HRMS spectra of intermediates and final compounds (PDF) Correction to “Synthesis of a 3′-Fluoro-3′-deoxytetrose Adenine Phosphonate” 0 views 0 shares 0 downloads Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html. This article has not yet been cited by other publications.
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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