7-phenylhepta-2,4,6-triynylacetate | 23414-58-6

• 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: 7-phenylhepta-2,4,6-triynylacetate
• 英文别名: phenylhepta-2,4,6-triynyl acetate；1-Phenyl-heptatriin-(1,3,5)ol-(7)-acetat；1-Acetoxy-7-phenyl-heptatriin-(2,4,6)；7-Phenyl-heptatriin-(2,4,6)-ylacetat；7-Phenylhepta-2,4,6-triynyl acetate
• CAS: 23414-58-6
• 化学式: C₁₅H₁₀O₂
• 分子量: 222.243
• InChiKey: PXNLMKOABXEIFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4-pentadiyne-1-ol 生成 7-phenylhepta-2,4,6-triynylacetate
  参考文献：
  名称：

  Bohlmann,F. et al., Chemische Berichte, 1964, vol. 97, p. 2135 - 2138

  摘要：

  DOI：

文献信息

• A Divergent Synthesis of Triyne Natural Products and Glycosylated Analogues Using a Carbenoid Rearrangement
  作者：Todd L. Lowary、Rik R. Tykwinski、Thanh Luu、Wei Shi

  DOI：10.1055/s-2005-918428

  日期：——

  Using a carbenoid rearrangement to introduce the conjugated acetylenic framework, a series of triynols has been synthesized in five steps from 1,4-butynediol. Several of the triyne alcohols are known natural products and others are glycosylated analogues. This route avoids the use of terminal diynes as precursors, which can be unstable and/or difficult to prepare. It is therefore procedurally attractive in comparison to more traditional routes such as the Cadiot-Chodkiewicz and Sonogashira coupling reactions.

  通过使用卡宾类重排引入共轭炔烃框架，已从1,4-丁炔二醇合成了一系列三炔醇，经过五个步骤。其中一些三炔醇是已知的天然产物，其他则是糖苷化类似物。这条路线避免了使用不稳定和/或难以制备的末端二炔作为前体。因此，与更传统的反应路线，如Cadiot-Chodkiewicz反应和Sonogashira偶联反应相比，这种方法在程序上更具吸引力。
• Application of the Solid-Supported Glaser–Hay Reaction to Natural Product Synthesis
  作者：Jessica S. Lampkowski、Diya M. Uthappa、John F. Halonski、Johnathan C. Maza、Douglas D. Young

  DOI：10.1021/acs.joc.6b02407

  日期：2016.12.16

  synthetic reaction for the preparation of polyynes; however, chemoselectivity issues have precluded its widespread utilization. Conducting the reaction on a solid-support provides a mechanism to alleviate the chemoselectivity issues and provide products in high purities and yields. Moreover, the polyyne core is a key component to several natural products. Herein, we describe the application of a solid-supported

  末端炔烃的Glaser-Hay偶联是制备聚炔的有用合成反应。然而，化学选择性的问题阻碍了它的广泛应用。在固体载体上进行反应提供了减轻化学选择性问题并提供高纯度和高收率的产物的机制。此外，聚炔核是几种天然产物的关键成分。本文中，我们描述了固相支持的Glaser-Hay反应在几种天然产物的制备中的应用。然后筛选这些化合物的抗菌活性，说明该方法的实用性。