methyl 6-cyclohexylhex-5-enoate | 396073-65-7

• 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: methyl 6-cyclohexylhex-5-enoate
• CAS: 396073-65-7
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: MXRMDMORMXBZJN-UHFFFAOYSA-N

物化性质

• 沸点：
  283.4±19.0 °C(Predicted)
• 密度：
  0.992±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  methyl 6-cyclohexylhex-5-enoate 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 环己醇
  参考文献：
  名称：

  Synthesis of diaminobutane derivatives as potent Ca2+-Permeable AMPA receptor antagonists

  摘要：

  We synthesized diaminobutane derivatives as potent Ca2+-permeable AMPA receptor antagonists with non-hypotensive activity. Compound 10c showed selective Ca2+-permeable AMPA receptor antagonist activity and neuroprotective effects in transient global ischemia models in gerbils. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00530-3
• 作为产物：
  描述：

  4-羧丁基三苯基溴化膦 在 硫酸 、 sodium hexamethyldisilazane 作用下， 生成 methyl 6-cyclohexylhex-5-enoate
  参考文献：
  名称：

  Synthesis of diaminobutane derivatives as potent Ca2+-Permeable AMPA receptor antagonists

  摘要：

  We synthesized diaminobutane derivatives as potent Ca2+-permeable AMPA receptor antagonists with non-hypotensive activity. Compound 10c showed selective Ca2+-permeable AMPA receptor antagonist activity and neuroprotective effects in transient global ischemia models in gerbils. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00530-3

文献信息

• Enzymes in organic synthesis. 27. Lipase-Catalyzed Synthesis of (5R,6S)-6-Acetoxyalkan-5-olides - homologues of the mosquito oviposition attractant pheromone
  作者：B. Henkel、A. Kunath、Hans Schick

  DOI：10.1002/prac.19973390176

  日期：——

  Sixteen homologous (5R*,6S*)-6-hydroxyalkan-5-olides rac-5 and their acetoxy derivatives rac-6 were synthesized from the corresponding methyl (Z)-alk-5-enoates 3 by osmium(VIII) oxide catalyzed cis-hydroxylation to the dihydroxy esters rac-4 and hydrolysis of these esters followed by lactonization. Pancreatin-catalyzed lactonization of the dihydroxy esters rac-4 afforded enantiomerically enriched hydroxy lactones ent-5, five of which were obtained enantiomerically pure by recrystallization. Acetylation of the 6-hydroxyalkan-5-olides rac-5 by vinyl acetate catalyzed by the lipase SP 526 provided enantiomerically enriched 6-acetoxyalkan-5-olides 6 with an enantiomeric excess of more than 90% in nine cases. These compounds are known as mosquito oviposition attractant pheromone (6h) or its homologues.