(2R,5R)-2-butyl-5-((E)-tetradec-3-en-1-ynyl)tetrahydrofuran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (2R,5R)-2-butyl-5-((E)-tetradec-3-en-1-ynyl)tetrahydrofuran
• 英文别名: (2R,5R)-2-butyl-5-[(E)-tetradec-3-en-1-ynyl]oxolane
• 化学式: C₂₂H₃₈O
• 分子量: 318.543
• InChiKey: AQYUETQWYIYYJP-PPXNOBOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-butyl-5-methoxytetrahydrofuran 在 bis-triphenylphosphine-palladium(II) chloride 甲醇 、 copper(l) iodide 、 正丁基锂 、 potassium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 18.16h， 生成 (2R,5R)-2-butyl-5-((E)-tetradec-3-en-1-ynyl)tetrahydrofuran
  参考文献：
  名称：

  Ene-yne Tetrahydrofurans from the Sponge Xestospongia muta. Exploiting a Weak CD Effect for Assignment of Configuration

  摘要：

  Seven new brominated ene-yne tetrahydrofurans (THFs), mutafurans A-G, were isolated from the Bahamian sponge Xestospongia muta. The absolute configuration of the natural products was assigned as (5R, 8S) by interpretation of the Cotton effect arising from weak perturbation of an ene-yne chromophore by a propargylic THF ring.

  DOI：

  10.1021/ol0705696

文献信息

• Ene-yne Tetrahydrofurans from the Sponge <i>Xestospongia muta</i>. Exploiting a Weak CD Effect for Assignment of Configuration
  作者：Brandon I. Morinaka、Colin K. Skepper、Tadeusz F. Molinski

  DOI：10.1021/ol0705696

  日期：2007.5.1

  Seven new brominated ene-yne tetrahydrofurans (THFs), mutafurans A-G, were isolated from the Bahamian sponge Xestospongia muta. The absolute configuration of the natural products was assigned as (5R, 8S) by interpretation of the Cotton effect arising from weak perturbation of an ene-yne chromophore by a propargylic THF ring.