齐墩果酸与 SelectfluorTM 反应生成的齐墩果烷-28,13β-内酯和蒲公英内酯-28,14β-内酯氟内酰化产物的结构测定

IF 0.5 Q4 CRYSTALLOGRAPHY

Acta Crystallographica Section E: Crystallographic Communications Pub Date : 2024-08-01 DOI:10.1107/S2056989024006480

Megan A. Eadsforth , Linghan Kong , George Whitehead , Iñigo J. Vitórica-Yrezábal , Raymond T. O’Keefe , Richard A. Bryce , Roger C. Whitehead

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引用次数: 0

摘要

介绍了 12-α-fluoro-3β-hydroxyolean-28,13β-olide methanol hemisolvate, 2C30H47FO3-CH3OH, (1) 和 12-α-fluoro-3β-hydroxytaraxer-28,14β-olide methanol hemisolvate, 2C30H47FO3-CH3OH, (2) 的 X 射线晶体结构数据。使用 SelectfluorTM 对齐墩果酸进行氟内酯化反应，将 C-27 甲基从 C-14 位移 1,2 次到 C-13 位后，得到了六元 δ-内酯（1）和不常见的七元 γ-内酯（2）的混合物。

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Structural determination of oleanane-28,13β-olide and taraxerane-28,14β-olide fluorolactonization products from the reaction of oleanolic acid with SelectfluorTM

X-ray analysis and structure determination of fluorolactonization products from the reaction of oleanolic acid with Selectfluor^TM are reported.

The X-ray crystal structure data of 12-α-fluoro-3β-hydroxyolean-28,13β-olide methanol hemisolvate, 2C₃₀H₄₇FO₃·CH₃OH, (1), and 12-α-fluoro-3β-hydroxytaraxer-28,14β-olide methanol hemisolvate, 2C₃₀H₄₇FO₃·CH₃OH, (2), are described. The fluorolactonization of oleanolic acid using Selectfluor^TM yielded a mixture of the six-membered δ-lactone (1) and the unusual seven-membered γ-lactone (2) following a 1,2-shift of methyl C-27 from C-14 to C-13.

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来源期刊

Acta Crystallographica Section E: Crystallographic Communications Chemistry-Chemistry (all)

CiteScore

1.90

自引率

0.00%

发文量

351

审稿时长

3 weeks

期刊介绍： Acta Crystallographica Section E: Crystallographic Communications is the IUCr''s open-access structural communications journal. It provides a fast, simple and easily accessible publication mechanism for crystal structure determinations of inorganic, metal-organic and organic compounds. The electronic submission, validation, refereeing and publication facilities of the journal ensure rapid and high-quality publication of fully validated structures. The primary article category is Research Communications; these are peer-reviewed articles describing one or more structure determinations with appropriate discussion of the science.