1-Benzyloxy-4-{2-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-but-3-yn-2-ol | 915237-89-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Benzyloxy-4-{2-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-but-3-yn-2-ol
• CAS: 915237-89-7
• 化学式: C₂₅H₂₆O₄
• 分子量: 390.479
• InChiKey: QMXVHNQIBVDPHQ-UHFFFAOYSA-N

物化性质

• 沸点：
  576.8±50.0 °C(predicted)
• 密度：
  1.19±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-Benzyloxy-4-{2-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-but-3-yn-2-ol 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以125 mg的产率得到1-(4-benzyloxy-3-hydroxy-1-butynyl)-2-(3-hydroxy-1-propynyl)benzene
  参考文献：
  名称：

  Reaction of ene-bis(phosphinylallenes): [2+2] versus [4+2] cycloaddition

  摘要：

  Reaction of ene-bis(phosphinylallenes), derived from ene-bis(propargyl alcohols) and chlorodiphenylphosphine, was investigated. Benzene-bridged bis(phosphinylallenes) exclusively gave intramolecular [2+2] cycloadducts in the presence of dimethyl fumarate in sharp contrast to the reaction of benzene-bridged bis(sulfinylallenes), which gave the corresponding [4+2] cycloadducts. On the other hand, substituted ethylene- or five-membered heterocycle-bridged bis(phosphinylallenes) provided [4+2] cycloadducts. Reaction of benzene-bridged diallene bearing both a sulfinyl group and a phosphinyl group on the two allenyl groups was also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.083
• 作为产物：
  描述：

  Trimethyl-{2-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenylethynyl}-silane 在 乙基溴化镁 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.5h， 生成 1-Benzyloxy-4-{2-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-but-3-yn-2-ol
  参考文献：
  名称：

  Reaction of ene-bis(phosphinylallenes): [2+2] versus [4+2] cycloaddition

  摘要：

  Reaction of ene-bis(phosphinylallenes), derived from ene-bis(propargyl alcohols) and chlorodiphenylphosphine, was investigated. Benzene-bridged bis(phosphinylallenes) exclusively gave intramolecular [2+2] cycloadducts in the presence of dimethyl fumarate in sharp contrast to the reaction of benzene-bridged bis(sulfinylallenes), which gave the corresponding [4+2] cycloadducts. On the other hand, substituted ethylene- or five-membered heterocycle-bridged bis(phosphinylallenes) provided [4+2] cycloadducts. Reaction of benzene-bridged diallene bearing both a sulfinyl group and a phosphinyl group on the two allenyl groups was also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.083