(E)-4-Tridecen-2-one | 172614-46-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-4-Tridecen-2-one
• 英文别名: (E)-tridec-4-en-2-one
• CAS: 172614-46-9
• 化学式: C₁₃H₂₄O
• 分子量: 196.333
• InChiKey: SXAUMDNXDIOWJS-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-4-Tridecen-2-one 在 盐酸 作用下， 生成 (E)-3-十三碳烯-2-酮
  参考文献：
  名称：

  Volatile ketones from interdigital glands of black-tailed deer,Odocileus hemionus columbianus

  摘要：

  Three volatile ketones, 2-tridecanone, (E)-3-tridecen-2-one and (E)-4-tridecen-2-one were identified in interdigital gland extracts from black-tailed deer, Odocoileus hemionus columbianus. The major compound, (E)-3-tridecen-2-one, inhibited the growth of several species of fungi and grampositive bacteria. The bacterium, Propionibacterium acnes, and the fungus, Trichophyton mentagrophytes required a minimum concentration (MIC) of 12.5 mu g/ml and 25 mu g/ml, respectively, for inhibition. (E)-3-Tridecen-2-one represents a new class of lipid antibiotics found on animal skin. The second major compound is this secretion, 2-tridecanone, was not active against any of the organisms tested.

  DOI：

  10.1007/bf02035141
• 作为产物：
  描述：

  prop-2-enyl 2-acetyldodec-2-enoate 在 palladium diacetate 甲酸 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到(E)-4-Tridecen-2-one
  参考文献：
  名称：

  钯催化烯丙基α-烯基-β-酮酸酯的还原性脱羧。（E）-3-烯酮的新合成

  摘要：

  烯丙基-β-酮酸酯的α-烯基衍生物的还原脱羧反应是通过使用由Pd（OAc）2和PPh 3原位生成的钯（0）催化剂，以甲酸三乙铵为氢化物源，在THF中实现的。该反应可与烯丙基-β-酮酸酯的线性烯基衍生物平稳且清洁地进行，以良好至极佳的收率（73–92％）和高的立体选择性（> 98％）提供（E）-3-烯酮。

  DOI：

  10.1016/j.tetlet.2005.11.122

文献信息

• NOVEL ANTIBACTERIAL AGENTS FOR THE TREATMENT OF GRAM POSITIVE INFECTIONS
  申请人：Metcalf, III Chester A.

  公开号：US20140073558A1

  公开（公告）日：2014-03-13

  The present invention relates to novel lipopeptide compounds, pharmaceutical compositions of these compounds and methods of using these compounds as antibacterial compounds. The compounds of the invention are particularly useful against a variety of bacteria, including resistant strains. The compounds are useful as antibacterial agents against Clostridium difficile.

  本发明涉及一种新型的脂肽化合物，以及这些化合物的药物组合物和将这些化合物用作抗菌化合物的方法。本发明中的化合物特别适用于对抗各种细菌，包括抗药性菌株。这些化合物可用作抗Clostridium difficile的抗菌剂。
• US8507647B2
  申请人：——

  公开号：US8507647B2

  公开（公告）日：2013-08-13
• Palladium catalyzed reductive decarboxylation of allyl α-alkenyl-β-ketoesters. A new synthesis of (E)-3-alkenones
  作者：Valentine Ragoussis、Alexandros Giannikopoulos

  DOI：10.1016/j.tetlet.2005.11.122

  日期：2006.1

  The reductive decarboxylation of α-alkenyl derivatives of allyl-β-ketoesters was achieved by use of palladium(0) catalyst generated in situ from Pd(OAc)2 and PPh3, with triethylammonium formate as the hydride source, in THF. The reaction proceeds smoothly and cleanly, with linear alkenyl derivatives of allyl-β-ketoesters, to afford (E)-3-alkenones in good to excellent yields (73–92%) and high stereoselectivity

  烯丙基-β-酮酸酯的α-烯基衍生物的还原脱羧反应是通过使用由Pd（OAc）2和PPh 3原位生成的钯（0）催化剂，以甲酸三乙铵为氢化物源，在THF中实现的。该反应可与烯丙基-β-酮酸酯的线性烯基衍生物平稳且清洁地进行，以良好至极佳的收率（73–92％）和高的立体选择性（> 98％）提供（E）-3-烯酮。
• Volatile ketones from interdigital glands of black-tailed deer,Odocileus hemionus columbianus
  作者：William F. Wood、Tony B. Shaffer、Aya Kubo

  DOI：10.1007/bf02035141

  日期：1995.10

  Three volatile ketones, 2-tridecanone, (E)-3-tridecen-2-one and (E)-4-tridecen-2-one were identified in interdigital gland extracts from black-tailed deer, Odocoileus hemionus columbianus. The major compound, (E)-3-tridecen-2-one, inhibited the growth of several species of fungi and grampositive bacteria. The bacterium, Propionibacterium acnes, and the fungus, Trichophyton mentagrophytes required a minimum concentration (MIC) of 12.5 mu g/ml and 25 mu g/ml, respectively, for inhibition. (E)-3-Tridecen-2-one represents a new class of lipid antibiotics found on animal skin. The second major compound is this secretion, 2-tridecanone, was not active against any of the organisms tested.