ethyl (E)-9-bromonon-4-enoate | 1206531-40-9

• 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: ethyl (E)-9-bromonon-4-enoate
• CAS: 1206531-40-9
• 化学式: C₁₁H₁₉BrO₂
• 分子量: 263.175
• InChiKey: CJGQAMYHSRYSER-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl (E)-9-bromonon-4-enoate 在 甲基磺酰胺 、 AD-mix-α 作用下， 以89%的产率得到(5S)-5-[(1S)-5-bromo-1-hydroxypentyl]oxolan-2-one
  参考文献：
  名称：

  Asymmetric and diastereodivergent approach to key intermediates for the synthesis of homopumiliotoxin 223G and epiquinamide isomer

  摘要：

  A stereoselective reaction followed by a sequential cyclization route has been used in the divergent synthesis of 1-hydroxyquinolizidione isomers. Sharpless asymmetric dihydroxylation afforded hydroxyl lactone and the following mesylation provided the required precursor for cyclization. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.098
• 作为产物：
  描述：

  原乙酸三乙酯 、 7-Bromohept-1-en-3-ol 以 丙酸 为溶剂， 以75%的产率得到ethyl (E)-9-bromonon-4-enoate
  参考文献：
  名称：

  Asymmetric and diastereodivergent approach to key intermediates for the synthesis of homopumiliotoxin 223G and epiquinamide isomer

  摘要：

  A stereoselective reaction followed by a sequential cyclization route has been used in the divergent synthesis of 1-hydroxyquinolizidione isomers. Sharpless asymmetric dihydroxylation afforded hydroxyl lactone and the following mesylation provided the required precursor for cyclization. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.098

文献信息

• Asymmetric and diastereodivergent approach to key intermediates for the synthesis of homopumiliotoxin 223G and epiquinamide isomer
  作者：Le Anh Tuan、Hyeyoung Pyeon、Guncheol Kim

  DOI：10.1016/j.tetlet.2009.10.098

  日期：2010.1

  A stereoselective reaction followed by a sequential cyclization route has been used in the divergent synthesis of 1-hydroxyquinolizidione isomers. Sharpless asymmetric dihydroxylation afforded hydroxyl lactone and the following mesylation provided the required precursor for cyclization. (C) 2009 Elsevier Ltd. All rights reserved.