5,7-decadiyne-1,9-diol | 1001588-51-7

• 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: 5,7-decadiyne-1,9-diol
• 英文别名: Deca-5,7-diyne-1,9-diol
• CAS: 1001588-51-7
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: MPQYIVZKMADNHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,7-decadiyne-1,9-diol 在 manganese(IV) oxide 作用下， 以 氘代氯仿 为溶剂， 以90%的产率得到1-hydroxyl-5,7-decadiyn-9-one
  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：

  4-溴-3-丁炔-2-醇 、 5-己炔-1-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 0.08h， 以98%的产率得到5,7-decadiyne-1,9-diol
  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

• Solid-Phase Library Synthesis of Polyynes Similar to Natural Products
  作者：Seonwoo Lee、Taeho Lee、Yun Mi Lee、Deukjoon Kim、Sanghee Kim

  DOI：10.1002/anie.200703208

  日期：2007.11.12
• 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.