Butyric acid (E)-(1S,5R)-1,5-diethyl-1-formyl-non-6-enyl ester | 719282-48-1

• 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: Butyric acid (E)-(1S,5R)-1,5-diethyl-1-formyl-non-6-enyl ester
• 英文别名: [(E,3S,7R)-7-ethyl-3-formylundec-8-en-3-yl] butanoate
• CAS: 719282-48-1
• 化学式: C₁₈H₃₂O₃
• 分子量: 296.45
• InChiKey: LKMYJOQFGRKJHR-RHSNYOTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Butyric acid (E)-(1S,5R)-1,5-diethyl-1-formyl-non-6-enyl ester 在 lithium hexamethyldisilazane 、 甲基磺酰氯 作用下， 以 三乙胺 为溶剂， 以85%的产率得到(S)-3,5-Diethyl-5-((E)-(R)-4-ethyl-oct-5-enyl)-5H-furan-2-one
  参考文献：
  名称：

  The first total synthesis and absolute stereochemistry of plakortone G from the Jamaican sponge Plakortis sp.

  摘要：

  Total synthesis of plakortone G (1), a secondary metabolite of the Jamaican sponge Plakortis sp., was successfully achieved. The absolute configuration of this molecule was determined by comparison of the synthetic diastereomers with reported data to possess the (4R,8R)-configuration 14. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.169
• 作为产物：
  描述：

  (R)-2-Ethyl-5-((S)-2-ethyl-1,4-dioxa-spiro[4.5]dec-2-yl)-pentan-1-ol 在 盐酸 、 pyridine-SO3 complex 、 对甲苯磺酰氯 、 lithium hexamethyldisilazane 作用下， 以 乙二醇二甲醚 、 二甲基亚砜 、 三乙胺 为溶剂， 反应 4.0h， 生成 Butyric acid (E)-(1S,5R)-1,5-diethyl-1-formyl-non-6-enyl ester
  参考文献：
  名称：

  The first total synthesis and absolute stereochemistry of plakortone G from the Jamaican sponge Plakortis sp.

  摘要：

  Total synthesis of plakortone G (1), a secondary metabolite of the Jamaican sponge Plakortis sp., was successfully achieved. The absolute configuration of this molecule was determined by comparison of the synthetic diastereomers with reported data to possess the (4R,8R)-configuration 14. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.169

文献信息

• The first total synthesis and absolute stereochemistry of plakortone G from the Jamaican sponge Plakortis sp.
  作者：Satomi Kowashi、Takahisa Ogamino、Junichi Kamei、Yuichi Ishikawa、Shigeru Nishiyama

  DOI：10.1016/j.tetlet.2004.03.169

  日期：2004.5

  Total synthesis of plakortone G (1), a secondary metabolite of the Jamaican sponge Plakortis sp., was successfully achieved. The absolute configuration of this molecule was determined by comparison of the synthetic diastereomers with reported data to possess the (4R,8R)-configuration 14. (C) 2004 Elsevier Ltd. All rights reserved.