ethyl (2E,4R)-4-ethyl-6-methylhepta-2,6-dienoate | 1192036-56-8

• 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 (2E,4R)-4-ethyl-6-methylhepta-2,6-dienoate
• CAS: 1192036-56-8
• 化学式: C₁₂H₂₀O₂
• 分子量: 196.29
• InChiKey: VVFGKFGKHNHMNJ-AEZGRPFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 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 (2E,4R)-4-ethyl-6-methylhepta-2,6-dienoate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到(2E,4R)-4-ethyl-6-methylhepta-2,6-dien-1-ol
  参考文献：
  名称：

  Synthetic studies toward 1,2-dioxanes as precursors of potential endoperoxide-containing antimalarials

  摘要：

  Introduction in therapy of the naturally occurring trioxane artemisinin opened a new era in malaria treatment and prompted the development of semisynthetic and synthetic derivatives characterized by the presence of the key peroxide bridge. The 1,2-dioxane ring is present in some natural endoperoxides Such as plakortin and dihydroplakortin, which are endowed with interesting antimalarial properties. Here we describe the development of a versatile stereocontrolled synthetic strategy to 1,2-dioxanes functionalized at the critical C3, C4, and C6 positions, potentially useful for the development of innovative antimalarials. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.137
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 (2R)-2-ethyl-4-methylpent-4-enal 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到ethyl (2E,4R)-4-ethyl-6-methylhepta-2,6-dienoate
  参考文献：
  名称：

  Synthetic studies toward 1,2-dioxanes as precursors of potential endoperoxide-containing antimalarials

  摘要：

  Introduction in therapy of the naturally occurring trioxane artemisinin opened a new era in malaria treatment and prompted the development of semisynthetic and synthetic derivatives characterized by the presence of the key peroxide bridge. The 1,2-dioxane ring is present in some natural endoperoxides Such as plakortin and dihydroplakortin, which are endowed with interesting antimalarial properties. Here we describe the development of a versatile stereocontrolled synthetic strategy to 1,2-dioxanes functionalized at the critical C3, C4, and C6 positions, potentially useful for the development of innovative antimalarials. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.137

文献信息

• Synthetic studies toward 1,2-dioxanes as precursors of potential endoperoxide-containing antimalarials
  作者：Sandra Gemma、Francesc Martí、Emanuele Gabellieri、Giuseppe Campiani、Ettore Novellino、Stefania Butini

  DOI：10.1016/j.tetlet.2009.07.137

  日期：2009.10

  Introduction in therapy of the naturally occurring trioxane artemisinin opened a new era in malaria treatment and prompted the development of semisynthetic and synthetic derivatives characterized by the presence of the key peroxide bridge. The 1,2-dioxane ring is present in some natural endoperoxides Such as plakortin and dihydroplakortin, which are endowed with interesting antimalarial properties. Here we describe the development of a versatile stereocontrolled synthetic strategy to 1,2-dioxanes functionalized at the critical C3, C4, and C6 positions, potentially useful for the development of innovative antimalarials. (C) 2009 Elsevier Ltd. All rights reserved.