(2E,4R)-4-ethyl-6-methylhepta-2,6-dien-1-ol | 1192036-57-9

• 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: (2E,4R)-4-ethyl-6-methylhepta-2,6-dien-1-ol
• CAS: 1192036-57-9
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: CTDIJJYTGSERKK-PORFMDCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2E,4R)-4-ethyl-6-methylhepta-2,6-dien-1-ol 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 L-(+)-酒石酸二异丙酯 作用下， 以 二氯甲烷 为溶剂， 以60%的产率得到[(2R,3R)-3-[(3R)-5-methylhex-5-en-3-yl]oxiran-2-yl]methanol
  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：

  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

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.