3,7-Dimethyl-5-oxooctanoic acid | 71898-19-6

• 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: 3,7-Dimethyl-5-oxooctanoic acid
• CAS: 71898-19-6
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: MCURJFLPGCVUSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 3,7-Dimethyl-5-oxooctanoic acid 以 乙醚 、 乙醇 为溶剂， 以100%的产率得到Methyl 3,7-dimethyl-5-oxooctanoate
  参考文献：
  名称：

  Pheromones and analogs from Neozeleboria wasps and the orchids that seduce them: a versatile synthesis of 2,5-dialkylated 1,3-cyclohexanediones

  摘要：

  Chiloglottone, a wasp pheromone and attractant of sexually deceptive Chiloglottis orchids, and several structural analogs were synthesized. The synthetic approach is facile, high yielding and versatile, enabling rapid divergence to generate dialkylated analogs of chiloglottone. The key transformation was an organocadmium-mediated desymmetrization of glutaric anhydride derivatives. This library of synthetic 2,5-dialkylated 1,3-cyclohexanediones may assist in future identification of natural products in further species. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.02.037
• 作为产物：
  描述：

  3-甲基戊二酸酐 、 diisobutylcadmium 以 甲苯 为溶剂， 反应 24.0h， 生成 3,7-Dimethyl-5-oxooctanoic acid
  参考文献：
  名称：

  Pheromones and analogs from Neozeleboria wasps and the orchids that seduce them: a versatile synthesis of 2,5-dialkylated 1,3-cyclohexanediones

  摘要：

  Chiloglottone, a wasp pheromone and attractant of sexually deceptive Chiloglottis orchids, and several structural analogs were synthesized. The synthetic approach is facile, high yielding and versatile, enabling rapid divergence to generate dialkylated analogs of chiloglottone. The key transformation was an organocadmium-mediated desymmetrization of glutaric anhydride derivatives. This library of synthetic 2,5-dialkylated 1,3-cyclohexanediones may assist in future identification of natural products in further species. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.02.037

文献信息

• FUJITA TSUTOMU; WATANABE SHOJI; SUGA KYOICHI; INABA TERUHIKO; TAKAGAWA TE+, J. APPL. CHEM. AND BIOTECHNOL., 1978, 28, NO 12, 882-888
  作者：FUJITA TSUTOMU、 WATANABE SHOJI、 SUGA KYOICHI、 INABA TERUHIKO、 TAKAGAWA TE+

  DOI：——

  日期：——
• [EN] BEHAVIOUR MODIFYING COMPOUNDS FOR MALARIA MOSQUITOES<br/>[FR] COMPOSÉS MODIFIANT LE COMPORTEMENT DESTINÉS AUX MOUSTIQUES DU PALUDISME
  申请人：UNIV WAGENINGEN

  公开号：WO2010002259A1

  公开（公告）日：2010-01-07

  The invention comprises the use of (a) a culture of natural skin microbiota existing of at least Staphylococcus species, Corynebacteria and Micrococcus species or(b) a culture of Staphylococcus epidermidisas behaviour modifying agents for mosquitoes. More particularly, culture (a) may produce at least the volatile organic compounds 2-hydroxy-3-pentanone, benzeneethanol and/or furfural and culture (b) may produce at least furfural. Culture (a) may further produce one or more volatile organic compounds selected from the group consisting of 1-butanol, 2,3-butanedione, 2-methyl-1-butanol, 2-methylbutanal, 2-methylbutanoicacid, 3-hydroxy-2-butanone, 3-methyl-1-butanol, 3- methylbutanal,3-methylbutanoic acid, benzaldehyde and hexanal. Culture (b) may further produce 2-methylbutanal, 2-methylbutanoic acid, 3-methyl-1- butanol, 3-methylbutanal and 3-methylbutanoic acid and hexanal. Also part of the invention is the use of 2-hydroxy-3-pentanone, benzeneethanol or furfural as mosquito behaviour disrupting compounds.
• Pheromones and analogs from Neozeleboria wasps and the orchids that seduce them: a versatile synthesis of 2,5-dialkylated 1,3-cyclohexanediones
  作者：Jacqueline Poldy、Rod Peakall、Russell A. Barrow

  DOI：10.1016/j.tetlet.2008.02.037

  日期：2008.4

  Chiloglottone, a wasp pheromone and attractant of sexually deceptive Chiloglottis orchids, and several structural analogs were synthesized. The synthetic approach is facile, high yielding and versatile, enabling rapid divergence to generate dialkylated analogs of chiloglottone. The key transformation was an organocadmium-mediated desymmetrization of glutaric anhydride derivatives. This library of synthetic 2,5-dialkylated 1,3-cyclohexanediones may assist in future identification of natural products in further species. (C) 2008 Elsevier Ltd. All rights reserved.