2-Hept-1-ynyl-propane-1,3-diol | 138436-13-2

• 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: 2-Hept-1-ynyl-propane-1,3-diol
• 英文别名: 2-Hept-1-ynylpropane-1,3-diol
• CAS: 138436-13-2
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: MZVMFVWOMHMKHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  2-Hept-1-ynyl-propane-1,3-diol 在 Lindlar's catalyst 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (Z)-1-Acetoxy-2-(acetoxymethyl)-3-nonene
  参考文献：
  名称：

  Enzymes in organic synthesis: remarkable influence of a π system on the enantioselectivity in PPL catalysed monohydrolysis of 2-substituted 1,3-diacetoxypropanes.

  摘要：

  DOI：

  10.1016/s0957-4166(00)82383-6
• 作为产物：
  描述：

  1-Acetoxy-2-(acetoxymethyl)non-3-yn-2-ol 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 2-Hept-1-ynyl-propane-1,3-diol
  参考文献：
  名称：

  Enzymes in organic synthesis: remarkable influence of a π system on the enantioselectivity in PPL catalysed monohydrolysis of 2-substituted 1,3-diacetoxypropanes.

  摘要：

  DOI：

  10.1016/s0957-4166(00)82383-6

文献信息

• Chemoenzymic preparation of asymmetrized tris(hydroxymethyl)methane (THYM*) and of asymmetrized bis(hydroxymethyl)acetaldehyde (BHYMA*) as new highly versatile chiral building blocks
  作者：Giuseppe Guanti、Luca Banfi、Enrica Narisano

  DOI：10.1021/jo00031a039

  日期：1992.2

  A series of asymmetrized tris(hydroxymethyl)methanes 2 and bis(hydroxymethyl)acetaldehydes 3 have been prepared in both enantiomeric forms through a chemoenzymatic methodology. The key step is the highly enantioselective PPL-catalyzed monohydrolysis of 2(E)-alkenyl-1,3-diacetoxypropanes 25-27. A careful study on the effect of unsaturations adjacent to the prochiral center in a series of 2-substituted 1,3-diacetoxypropanes has confirmed the suggested beneficial effect of a pi-system in that position but has also unveiled an unprecedented dramatic effect of double-bond configuration on enantioselectivity. A new empirical model for the interpretation of these and other results, based both on polarity and steric arguments, is proposed. This study provides a general protocol for the efficient synthesis of asymmetrized 1,3-propanediols bearing in position 2 saturated or unsaturated carbon chains.
• Enzymes in organic synthesis: remarkable influence of a π system on the enantioselectivity in PPL catalysed monohydrolysis of 2-substituted 1,3-diacetoxypropanes.
  作者：Giuseppe Guanti、Luca Banfi、Enrica Narisano

  DOI：10.1016/s0957-4166(00)82383-6

  日期：1990.1