hex-2-en-5-yn-1-ol | 214470-39-0

• 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: hex-2-en-5-yn-1-ol
• 英文别名: (E)-hex-2-en-5-yn-1-ol
• CAS: 214470-39-0
• 化学式: C₆H₈O
• 分子量: 96.1289
• InChiKey: ROZZXYYVJIBDOZ-SNAWJCMRSA-N

物化性质

• 沸点：
  165.7±28.0 °C(Predicted)
• 密度：
  0.938±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  hex-2-en-5-yn-1-ol 在 bis-triphenylphosphine-palladium(II) chloride 咪唑 、 4-二甲氨基吡啶 、 氢氧化钾 、 copper(l) iodide 、 二溴亚砜 、 copper diacetate 、 silver nitrate 、 三乙胺 、 二异丙胺 、 methyloxirane 、 锌 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 108.0h， 生成 [5-[tert-butyl(dimethyl)silyl]oxy-6-[(5Z)-octa-1,5,7-trien-3-yl]-4-oxopyran-2-yl]methyl benzoate
  参考文献：
  名称：

  Studies on tumor promoters. 11. A new [5+2] cycloaddition method and its application to the synthesis of BC ring precursors of phorboids

  摘要：

  A new method for the generation of oxidopyrylium zwitterions has been developed that allows for its use in the [5 + 2] cycloaddition of substrates incorporating thermally unstable functionalities, providing for the synthesis of previously inaccessible precursors to tiglianes, daphnanes, and ingenanes.

  DOI：

  10.1021/jo00022a009
• 作为产物：
  描述：

  allenylmagnesium bromide 、 丙烯醛 以 乙醚 为溶剂， 生成 hex-2-en-5-yn-1-ol
  参考文献：
  名称：

  Studies on tumor promoters. 11. A new [5+2] cycloaddition method and its application to the synthesis of BC ring precursors of phorboids

  摘要：

  A new method for the generation of oxidopyrylium zwitterions has been developed that allows for its use in the [5 + 2] cycloaddition of substrates incorporating thermally unstable functionalities, providing for the synthesis of previously inaccessible precursors to tiglianes, daphnanes, and ingenanes.

  DOI：

  10.1021/jo00022a009

文献信息

• Arachidonic acid analogues as anti-inflammatory and anti-allergic agents
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04497827A1

  公开（公告）日：1985-02-05

  Novel compounds of this invention are tetrazole, acylhydroxylamine, hydroxymethylketone and amide derivatives of unsaturated fatty acids which are selective inhibitors of the enzymes lipoxygenase and cyclooxygenase involved in the production of pain, inflammation, bronchoconstriction and allergic reactions. These compounds are beneficial in the treatment of a number of inflammatory and/or painful conditions and allergic reactions.

  该发明的新化合物是四唑、酰羟胺、羟甲基酮和不饱和脂肪酸的酰胺衍生物，它们是选择性抑制酶脂氧合酶和环氧合酶的药物，这些酶参与疼痛、炎症、支气管收缩和过敏反应的产生。这些化合物有益于治疗多种炎症和/或疼痛症状以及过敏反应。
• Studies on tumor promoters. 11. A new [5+2] cycloaddition method and its application to the synthesis of BC ring precursors of phorboids
  作者：Paul A. Wender、Jose L. Mascarenas

  DOI：10.1021/jo00022a009

  日期：1991.10

  A new method for the generation of oxidopyrylium zwitterions has been developed that allows for its use in the [5 + 2] cycloaddition of substrates incorporating thermally unstable functionalities, providing for the synthesis of previously inaccessible precursors to tiglianes, daphnanes, and ingenanes.