1-Phenyl-3-<(2-propenyl)oxy>-6-<(tetrahydro-2H-pyran-2-yl)oxy>-1-hexyne | 155193-01-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 1-Phenyl-3-<(2-propenyl)oxy>-6-<(tetrahydro-2H-pyran-2-yl)oxy>-1-hexyne
• 英文别名: 2-(6-Phenyl-4-prop-2-enoxyhex-5-ynoxy)oxane
• CAS: 155193-01-4
• 化学式: C₂₀H₂₆O₃
• 分子量: 314.425
• InChiKey: PBULFIFVOFERTB-UHFFFAOYSA-N

物化性质

• 沸点：
  446.1±45.0 °C(predicted)
• 密度：
  1.05±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Phenyl-3-<(2-propenyl)oxy>-6-<(tetrahydro-2H-pyran-2-yl)oxy>-1-hexyne 在 三丁基膦 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 11.0h， 生成 1-Phenyl-6-(phenylseleno)-3-<(2-propenyl)oxy>-1-hexyne
  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：

  4-(四氢-2H-吡喃-2-基氧基)丁醛 在 乙基溴化镁 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 生成 1-Phenyl-3-<(2-propenyl)oxy>-6-<(tetrahydro-2H-pyran-2-yl)oxy>-1-hexyne
  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：——
• Formation of Angularly-Fused Triquinanes by Successive Use of the Pauson-Khand Reaction and Radical Closure
  作者：Derrick L. J. Clive、Derek C. Cole、Yong Tao

  DOI：10.1021/jo00085a032

  日期：1994.3

  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.