5-methyl-5-(4-methyl-3-penten-1-yl)cyclohexane-1,3-dione | 1011301-88-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-methyl-5-(4-methyl-3-penten-1-yl)cyclohexane-1,3-dione
• 英文别名: 5-Methyl-5-(4-methylpent-3-enyl)cyclohexane-1,3-dione
• CAS: 1011301-88-4
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: ULAJMEQRENOXID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methyl-5-(4-methyl-3-penten-1-yl)cyclohexane-1,3-dione 、 3-溴丙胺氢溴酸盐 在 2,6-二甲基吡啶 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以52%的产率得到2,3,4,6,7,8-hexahydro-7-methyl-7-(4-methyl-3-penten-1-yl)-5(1H)-quinolinone
  参考文献：
  名称：

  Mn(OAc)3-Based α’-Oxidative Acetoxylation of N-Trifluoroacetyl Vinylogous Amides

  摘要：

  Vinylogous amides 1 and 11 are oxidized by dried Mn(OAc)(3) in benzene at 90 degrees C to pyridines 5 and 12, respectively, whereas the analogous N-trifluoroacetyl vinylogous amides 6 and 13 are oxidized by dried Mn(OAc)(3) in benzene at 120 degrees C to give acetates 7 and 14. The alpha'-oxo radicals that are generated in this oxidation cyclize to proximal double bonds to give tricylic alkenes such as 20.

  DOI：

  10.3987/com-12-s(n)95
• 作为产物：
  描述：

  ethyl 2-methyl-2-(4-methylpent-3-en-1-yl)-4,6-dioxocyclohexane-1-carboxylate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 5-methyl-5-(4-methyl-3-penten-1-yl)cyclohexane-1,3-dione
  参考文献：
  名称：

  A concise approach towards the bicyclo[3.3.1]nonan-9-one core present in the phloroglucin natural product hyperforin

  摘要：

  An approach towards the bicyclo[3.3.1]nonan-9-one core present in the bioactive phloroglucin natural product hyperforin is delineated in which the key C8 stereogenic quaternary centre is appropriately installed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.065

文献信息

• Synthetic studies towards the novel neurotrophic diterpenoids neovibsanins A and B: construction of the ABC core
  作者：Goverdhan Mehta、Bilal Ahmad Bhat

  DOI：10.1016/j.tetlet.2009.03.040

  日期：2009.5

  A concise, general approach to the tricyclic furo-furan-based core structure present in the bioactive natural products neovibsanins A and B, from readily available Baylis–Hillman adducts, is delineated.

  概述了一种简单易行的通用方法，该方法是从易得的Baylis-Hillman加合物中获得的生物活性天然产物新vibsanins A和B中存在的基于三环呋喃呋喃的核心结构。
• A stereodefined approach towards the bicyclo[3.3.1]nonan-9-one core of the phloroglucin natural products guttiferone A and hypersampsone F
  作者：Goverdhan Mehta、Mrinal K. Bera、Sandipan Chatterjee

  DOI：10.1016/j.tetlet.2007.12.063

  日期：2008.2

  An approach towards the highly functionalized bicyclo[3.3.1]nonan-9-one core present in the phloroglucin natural products guttiferone A and hypersampsone F is disclosed in which the key C7 and C8 stereogenic centres have been successfully installed. (C) 2007 Elsevier Ltd. All rights reserved.
• Synthetic studies towards the phloroglucin natural product hyperforin: construction of the fully prenylated bicyclic core
  作者：Goverdhan Mehta、Mrinal K. Bera

  DOI：10.1016/j.tetlet.2009.03.041

  日期：2009.7

  An approach towards the highly functionalized bicyclo[3.3.1]nonan-9-one core of the complex PPAP-based natural product hyperforin, with the full complement of prenyl substituents in required stereo-disposition, is delineated. (C) 2009 Elsevier Ltd. All rights reserved.
• A concise approach towards the bicyclo[3.3.1]nonan-9-one core present in the phloroglucin natural product hyperforin
  作者：Goverdhan Mehta、Mrinal K. Bera

  DOI：10.1016/j.tetlet.2007.12.065

  日期：2008.2

  An approach towards the bicyclo[3.3.1]nonan-9-one core present in the bioactive phloroglucin natural product hyperforin is delineated in which the key C8 stereogenic quaternary centre is appropriately installed. (C) 2007 Elsevier Ltd. All rights reserved.
• Mn(OAc)3-Based α’-Oxidative Acetoxylation of N-Trifluoroacetyl Vinylogous Amides
  作者：Barry B. Snider、Hong-Yu Lin

  DOI：10.3987/com-12-s(n)95

  日期：——

  Vinylogous amides 1 and 11 are oxidized by dried Mn(OAc)(3) in benzene at 90 degrees C to pyridines 5 and 12, respectively, whereas the analogous N-trifluoroacetyl vinylogous amides 6 and 13 are oxidized by dried Mn(OAc)(3) in benzene at 120 degrees C to give acetates 7 and 14. The alpha'-oxo radicals that are generated in this oxidation cyclize to proximal double bonds to give tricylic alkenes such as 20.