3-((2E,8E,10E)-Dodeca-2,8,10-trienoyl)-oxazolidin-2-one | 550347-00-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-((2E,8E,10E)-Dodeca-2,8,10-trienoyl)-oxazolidin-2-one
• CAS: 550347-00-7
• 化学式: C₁₅H₂₁NO₃
• 分子量: 263.337
• InChiKey: SANQVJFLSXUHNG-RJWGSBCOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-((2E,8E,10E)-Dodeca-2,8,10-trienoyl)-oxazolidin-2-one 以 甲苯 为溶剂， 反应 144.0h， 生成 3-((1S,2R,4aS,8aS)-2-Methyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-oxazolidin-2-one 、 3-((1S,2S,4aR,8aS)-2-Methyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl)-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis of (±)-solanapyrones A and B

  摘要：

  In this paper we report the development of a stereoselective IMDA approach to the phytotoxic polyketides (+/-)-solanapyrones A and B. The stereoselectivity of the key IMDA cycloaddition was optimized by investigating a range of 2,8,10-dodecatrienoic acid derivatives. This established that use of the Weinreb amide led to the desired exo-selectivity and also facilitated construction of the pyrone moiety. A novel approach to the installation of the C-3 formyl group in solanapyrone A is also described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00288-0
• 作为产物：
  描述：

  (2-[(N-benzylprolyl)amino]benzophenone) 在 lithium hydroxide 、 草酰氯 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 生成 3-((2E,8E,10E)-Dodeca-2,8,10-trienoyl)-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis of (±)-solanapyrones A and B

  摘要：

  In this paper we report the development of a stereoselective IMDA approach to the phytotoxic polyketides (+/-)-solanapyrones A and B. The stereoselectivity of the key IMDA cycloaddition was optimized by investigating a range of 2,8,10-dodecatrienoic acid derivatives. This established that use of the Weinreb amide led to the desired exo-selectivity and also facilitated construction of the pyrone moiety. A novel approach to the installation of the C-3 formyl group in solanapyrone A is also described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00288-0