(±)-panaxjapyne A | 65892-81-1

• 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: (±)-panaxjapyne A
• 英文别名: Heptadec-9c-en-4,6-diin-3-ol；Panaxjapyne A；(Z)-heptadec-9-en-4,6-diyn-3-ol
• CAS: 65892-81-1
• 化学式: C₁₇H₂₆O
• 分子量: 246.393
• InChiKey: PROIGOAKZLZHQV-KHPPLWFESA-N

物化性质

• 沸点：
  369.4±35.0 °C(Predicted)
• 密度：
  0.921±0.06 g/cm3(Predicted)
• 保留指数：
  1993.8

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  (±)-panaxjapyne A 在 manganese(IV) oxide 作用下， 以 氘代氯仿 为溶剂， 反应 1.5h， 以73%的产率得到panaxjapynone A
  参考文献：
  名称：

  Asymmetric Reduction of Diynones and the Total Synthesis of (S)-Panaxjapyne A

  摘要：

  The asymmetric transfer hydrogenation of a series of diynones has been achieved in high conversion and enantiomeric induction. When R-1 is a phenyl group, a competing alkyne reduction takes place; however, when R-1 is an alkyl group, this side-reaction is not observed. The application of the reduction to the total synthesis of the natural product (S)-panaxjapyne A in high enantiomeric excess is described.

  DOI：

  10.1021/ol4032123
• 作为产物：
  描述：

  乙基乙炔基甲醇 、 4-溴-3-丁炔-2-醇 在 盐酸羟胺 、 copper(l) chloride 作用下， 以 四氢呋喃 、 水 、 正丁醇 为溶剂， 反应 0.52h， 以90%的产率得到(±)-panaxjapyne A
  参考文献：
  名称：

  Asymmetric Reduction of Diynones and the Total Synthesis of (S)-Panaxjapyne A

  摘要：

  The asymmetric transfer hydrogenation of a series of diynones has been achieved in high conversion and enantiomeric induction. When R-1 is a phenyl group, a competing alkyne reduction takes place; however, when R-1 is an alkyl group, this side-reaction is not observed. The application of the reduction to the total synthesis of the natural product (S)-panaxjapyne A in high enantiomeric excess is described.

  DOI：

  10.1021/ol4032123

文献信息

• Asymmetric Reduction of Diynones and the Total Synthesis of (<i>S</i>)-Panaxjapyne A
  作者：Zhijia Fang、Martin Wills

  DOI：10.1021/ol4032123

  日期：2014.1.17

  The asymmetric transfer hydrogenation of a series of diynones has been achieved in high conversion and enantiomeric induction. When R-1 is a phenyl group, a competing alkyne reduction takes place; however, when R-1 is an alkyl group, this side-reaction is not observed. The application of the reduction to the total synthesis of the natural product (S)-panaxjapyne A in high enantiomeric excess is described.