methyl 5-oxo-[6-13C]hexanoate | 86440-46-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 5-oxo-[6-13C]hexanoate
• 英文别名: methyl 5-oxo(613C)hexanoate
• CAS: 86440-46-2
• 化学式: C₇H₁₂O₃
• 分子量: 145.159
• InChiKey: AVVPOKSKJSJVIX-OUBTZVSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 5-oxo-[6-13C]hexanoate 在 potassium tert-butylate 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 [2-13C]cyclohexane-1,3-dione
  参考文献：
  名称：

  10th international symposium on the synthesis and applications of isotopes and isotopically labelled compounds-Wiley Young Scientist Awards Session 10, Tuesday, June 16, 2009

  摘要：

  以下是四位威尔利青年科学家奖得主中的三位的发言亮点。版权所有© 2010年，约翰·威利父子出版公司。

  DOI：

  10.1002/jlcr.1767
• 作为产物：
  描述：

  碘甲烷-13C 、 4-氯甲酰基丁酸甲酯 在 copper(l) iodide 、 lithium 作用下， 以 乙醚 为溶剂， 生成 methyl 5-oxo-[6-13C]hexanoate
  参考文献：
  名称：

  10th international symposium on the synthesis and applications of isotopes and isotopically labelled compounds-Wiley Young Scientist Awards Session 10, Tuesday, June 16, 2009

  摘要：

  以下是四位威尔利青年科学家奖得主中的三位的发言亮点。版权所有© 2010年，约翰·威利父子出版公司。

  DOI：

  10.1002/jlcr.1767

文献信息

• 10th international symposium on the synthesis and applications of isotopes and isotopically labelled compounds-Wiley Young Scientist Awards Session 10, Tuesday, June 16, 2009
  作者：Larry Jones、Rhys Salter

  DOI：10.1002/jlcr.1767

  日期：——

  Addresses by the three of the four Wiley Young Scientist Award winners are highlighted. Copyright © 2010 John Wiley & Sons, Ltd.

  以下是四位威尔利青年科学家奖得主中的三位的发言亮点。版权所有© 2010年，约翰·威利父子出版公司。
• Synthesis of [3,4,8-13C3]daidzein
  作者：Mark F Oldfield、Lirong Chen、Nigel P Botting

  DOI：10.1016/j.tet.2003.12.033

  日期：2004.2

  studies require accurate and reproducible analytical methods. Herein we report the first synthesis of a multiply 13C-labelled daidzein derivative, [3,4,8-13C3]daidzein, which has been employed as an internal standard in LC-MS and GC-MS analysis. The synthesis includes an improved three-step method for the synthesis of [2-13C]resorcinol as one building block.

  近年来，大豆异黄酮的生物学效应引起了人们的极大兴趣，导致对饮食摄入和流行病学的大量研究。此类研究需要准确且可重复的分析方法。本文我们报告一个乘法的第一合成13 C标记的黄豆苷原衍生物，[3,4,8- 13 Ç 3 ]黄豆苷原，其已经被用作在LC-MS和GC-MS分析的内标。合成包括用于[2-合成中的改善的三步法13 C]间苯二酚作为一个构建块。
• The first synthesis of [2-13C]phloroglucinol
  作者：Laura J. Marshall、Karl M. Cable、Nigel P. Botting

  DOI：10.1002/jlcr.1788

  日期：——

  A fast and efficient synthesis of [2-13C]phloroglucinol in six steps from acyclic, non-aromatic precursors is presented, with regioselective placement of a 13C-atom in the aromatic ring. The 13C-label was introduced by reaction of [13C]methyl iodide with methyl 4-chloroformyl butyrate. Cyclization via an intramolecular Claisen condensation, followed by aromatization gave [2-13C]resorcinol. Following subsequent methylation of the hydroxyl groups, the third hydroxyl group was introduced using an iridium-catalysed C–H activation/borylation/oxidation procedure. Demethylation then yielded the desired [2-13C]phloroglucinol. Copyright © 2010 John Wiley & Sons, Ltd.

  提出了一种由无环、非芳香族前体通过六步快速有效合成[2-13C]间苯三酚的方法，并在芳香环中区域选择性地放置13C原子。 13C-标记是通过[13C]甲基碘与4-氯甲酰丁酸甲酯反应引入的。通过分子内克莱森缩合环化，然后芳构化得到[2-13C]间苯二酚。随后羟基甲基化，使用铱催化的 C-H 活化/硼化/氧化程序引入第三个羟基。然后去甲基化产生所需的[2-13C]间苯三酚。版权所有 © 2010 约翰威利父子有限公司
• Synthesis and Spectroscopic Characterization of [5-13C]- and [6-13C]Ubiquinone-10 for Studies of Bacterial Photosynthetic Reaction Centers
  作者：Rutger B. Boers、Peter Gast、Arnold J. Hoff、Huub J. M. de Groot、Johan Lugtenburg

  DOI：10.1002/1099-0690(20021)2002:1<189::aid-ejoc189>3.0.co;2-8

  日期：2002.1

  This paper presents the synthesis and characterization by mass spectrometry and NMR spectroscopy of [2-C-13]- and [3-C-13]ubiquinone-0 and of [5-C-13]- and [6-C-13]ubiquinone-10. A scheme based on the synthetic approach to [5-C-13]ubiquinone-10 has been worked out for the synthesis of ubiquinones C-13-labeled at any individual position and at every combination of positions in the quinone ring. The [5-C-13]- and [6-C-13]ubiquinone-10 isotopomers were incorporated into the Q(A)-site of the photosynthetic reaction center of Rhodobacter sphaeroides R-26. Magic angle spinning NMR subsequently revealed an unperturbed 6-position, while the signal of the 5-position was absent. These results corroborate the recently reported detection of an asymmetric binding of Q(A) with a dynamic perturbation involving the 4-carbonyl functionality.
• BOYCE, S. D.;BAREFOOT, A. C.;HORNIG, J. F., J. LABELLED COMPOUNDS AND RADIOPHARM., 1983, 20, N 2, 243-256
  作者：BOYCE, S. D.、BAREFOOT, A. C.、HORNIG, J. F.

  DOI：——

  日期：——