10-iododec-1-yne

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 10-iododec-1-yne
• 英文别名: 10-Iodo-1-decyne
• 化学式: C₁₀H₁₇I
• 分子量: 264.149
• InChiKey: AUIGHKKPSOJQSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  10-iododec-1-yne 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 以100%的产率得到10-azide-1-decyne
  参考文献：
  名称：

  Synthesis of dansyl-labeled probe of thiophene analogue of annonaceous acetogenins for visualization of cell distribution and growth inhibitory activity toward human cancer cell lines

  摘要：

  The convergent synthesis of the dansyl-labeled probe of the thiophene-3-carboxamide analogue of annonaceous acetogenins, which shows potent antitumor activity, was accomplished by two asymmetric alkynylations of the 2,5-diformyl THF equivalent with an alkyne having a thiophene moiety and another alkyne tagged with a dansyl group. The growth inhibitory profiles toward 39 human cancer cell lines revealed that the probe retained the biological function of its mother compound, and would be useful for studying cellular activity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.037
• 作为产物：
  描述：

  2-癸炔-1-醇 在 咪唑 、 碘 、 sodium hydride 、 1,3-丙二胺 、 三苯基膦 作用下， 以 二氯甲烷 、 mineral oil 为溶剂， 反应 1.67h， 生成 10-iododec-1-yne
  参考文献：
  名称：

  Synthesis of dansyl-labeled probe of thiophene analogue of annonaceous acetogenins for visualization of cell distribution and growth inhibitory activity toward human cancer cell lines

  摘要：

  The convergent synthesis of the dansyl-labeled probe of the thiophene-3-carboxamide analogue of annonaceous acetogenins, which shows potent antitumor activity, was accomplished by two asymmetric alkynylations of the 2,5-diformyl THF equivalent with an alkyne having a thiophene moiety and another alkyne tagged with a dansyl group. The growth inhibitory profiles toward 39 human cancer cell lines revealed that the probe retained the biological function of its mother compound, and would be useful for studying cellular activity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.01.037

文献信息

• Chemoselective Activation of Diethyl Phosphonates: Modular Synthesis of Biologically Relevant Phosphonylated Scaffolds
  作者：Pauline Adler、Amandine Pons、Jing Li、Jörg Heider、Bogdan R. Brutiu、Nuno Maulide

  DOI：10.1002/anie.201806343

  日期：2018.10

  Phosphonates have garnered considerable attention for years owing to both their singular biological properties and their synthetic potential. State‐of‐the‐art methods for the preparation of mixed phosphonates, phosphonamidates, phosphonothioates, and phosphinates rely on harsh and poorly selective reaction conditions. We report herein a mild method for the modular preparation of phosphonylated derivatives

  多年来，由于其独特的生物学特性和合成潜力，膦酸酯已经引起了相当大的关注。用于制备混合膦酸酯，膦酰胺，膦硫代酸酯和次膦酸酯的最新方法依赖于苛刻且选择性差的反应条件。我们在此报告了一种温和的方法，用于模块化制备膦酰化衍生物，其中一些表现出有趣的生物学活性，其基于三氟甲磺酸酐的化学选择性活化。该程序可以用广泛的O，S，N和C亲核试剂进行灵活甚至重复的取代。
• Nickel-Mediated Alkoxycarbonylation for Complete Carbon Isotope Replacement
  作者：Stephanie J. Ton、Karoline T. Neumann、Peter Nørby、Troels Skrydstrup

  DOI：10.1021/jacs.1c09170

  日期：2021.10.27

  ([(N2N)Ni–Cl]) in combination with carbon-13 labeled CO, alkyl iodide, sodium methoxide, photocatalyst, and blue LED light, it was possible to generate the corresponding isotopically labeled aliphatic carboxylates in good yields. Furthermore, the developed methodology was applied to the carbon isotope substitution of several pharmaceutically active compounds, whereby complete carbon-13 labeling was successfully

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• Intramolecular hydrogen bonding of nucleobases
  作者：Geoffrey T. Crisp、Yu-Lin Jiang

  DOI：10.1016/s0040-4039(02)00483-5

  日期：2002.4

  The intramolecular hydrogen bonding of a series of linked uracil, thymine and adenine derivatives is described. The nucleoside bases have been linked by semi-flexible spacers and the chemical shifts and DeltadeltaNH/DeltaT values for the nucleoside NH protons confirm the strong intramolecular hydrogen bonding motif. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Total synthesis of naturally occurring acetogenins: solamin and reticulatacin
  作者：Subhash C. Sinha、Ehud Keinan

  DOI：10.1021/ja00064a060

  日期：1993.6
• US5347041A
  申请人：——

  公开号：US5347041A

  公开（公告）日：1994-09-13