4-Methyl-6-phenyl-4-<(2-propenyl)oxy>-5-hexyn-1-ol | 155193-06-9

• 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: 4-Methyl-6-phenyl-4-<(2-propenyl)oxy>-5-hexyn-1-ol
• 英文别名: 4-Methyl-6-phenyl-4-prop-2-enoxyhex-5-yn-1-ol
• CAS: 155193-06-9
• 化学式: C₁₆H₂₀O₂
• 分子量: 244.334
• InChiKey: VVJQYCDTFCDWBE-UHFFFAOYSA-N

物化性质

• 沸点：
  375.2±42.0 °C(predicted)
• 密度：
  1.03±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Methyl-6-phenyl-4-<(2-propenyl)oxy>-5-hexyn-1-ol 在 N-甲基吗啉 、 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 cis/trans-1-(3-Bromopropyl)-3a,4-dihydro-1-methyl-6-phenyl-1H-cyclopentafuran-5(3H)-one
  参考文献：
  名称：

  Formation of Angularly-Fused Triquinanes by Successive Use of the Pauson-Khand Reaction and Radical Closure

  摘要：

  Angularly-fused triquinanes (see Table 1) are accessible by sequential use of the Pauson-Khand reaction and radical cyclization. The Pauson-Khand step works in the presence of homolyzable bonds, such as C-Br and C-SePh. The method seems best suited to the preparation of triquinanes containing heteroatoms, as the starting materials are then easily made. In one case the radical closure step (15 --> 16 and 17) generated two five-membered rings fused in a trans manner; this stereochemistry was confirmed by X-ray analysis of the crystalline product.

  DOI：

  10.1021/jo00085a032
• 作为产物：
  描述：

  3-Methyl-1-phenyl-3-<(2-propenyl)oxy>-6-<(tetrahydro-2H-pyran-2-yl)oxy>-1-hexyne 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以96%的产率得到4-Methyl-6-phenyl-4-<(2-propenyl)oxy>-5-hexyn-1-ol
  参考文献：
  名称：

  Formation of Angularly-Fused Triquinanes by Successive Use of the Pauson-Khand Reaction and Radical Closure

  摘要：

  Angularly-fused triquinanes (see Table 1) are accessible by sequential use of the Pauson-Khand reaction and radical cyclization. The Pauson-Khand step works in the presence of homolyzable bonds, such as C-Br and C-SePh. The method seems best suited to the preparation of triquinanes containing heteroatoms, as the starting materials are then easily made. In one case the radical closure step (15 --> 16 and 17) generated two five-membered rings fused in a trans manner; this stereochemistry was confirmed by X-ray analysis of the crystalline product.

  DOI：

  10.1021/jo00085a032

文献信息

• Clive Derrick L. J., Cole Derek C., Tao Yong, J. Org. Chem, 59 (1994) N 6, S 1396-1406
  作者：Clive Derrick L. J., Cole Derek C., Tao Yong

  DOI：——

  日期：——