1-(4-benzyloxy-3-hydroxy-1-butynyl)-2-(3-hydroxy-1-propynyl)benzene | 880362-21-0

• 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-(4-benzyloxy-3-hydroxy-1-butynyl)-2-(3-hydroxy-1-propynyl)benzene
• 英文别名: 4-[2-(3-Hydroxyprop-1-ynyl)phenyl]-1-phenylmethoxybut-3-yn-2-ol；4-[2-(3-hydroxyprop-1-ynyl)phenyl]-1-phenylmethoxybut-3-yn-2-ol
• CAS: 880362-21-0
• 化学式: C₂₀H₁₈O₃
• 分子量: 306.361
• InChiKey: ZLIMUULVOCXMBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-benzyloxy-3-hydroxy-1-butynyl)-2-(3-hydroxy-1-propynyl)benzene 、 二苯基氯化膦 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以90%的产率得到1-(benzyloxymethyl)-3,8-bis(diphenylphosphinyl)-1,2-dihydrocyclobuta[b]naphthalene
  参考文献：
  名称：

  由1,2-双（3-丙炔醇）苯合成萘[ b ]环丁烯

  摘要：

  我们已经证明，苯桥双（炔丙基醇）与氯二烷基膦的反应通过1，2-双（α-）的[2 + 2]环加成反应独家提供了3,8-双（二​​烷基次膦基）萘[ b ]环丁烯。膦基烯丙基）苯。还已经实现了产物的去磷酸化。

  DOI：

  10.1016/j.tetlet.2005.12.121
• 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 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 生成 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

文献信息

• Reaction of ene-bis(phosphinylallenes): [2+2] versus [4+2] cycloaddition
  作者：Shinji Kitagaki、Yuki Okumura、Chisato Mukai

  DOI：10.1016/j.tet.2006.08.083

  日期：2006.10

  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.
• Synthesis of naphtho[b]cyclobutenes from 1,2-bis(3-propynol)benzenes
  作者：Shinji Kitagaki、Yuki Okumura、Chisato Mukai

  DOI：10.1016/j.tetlet.2005.12.121

  日期：2006.3

  We have demonstrated that the reaction of benzene-bridged bis(propargyl alcohol)s with chlorodialkylphosphines exclusively afforded 3,8-bis(dialkylphosphinyl)naphtho[b]cyclobutenes via the [2+2] cycloaddition of 1,2-bis(α-phosphinylallenyl)benzenes. Dephosphinylation of the product has also been achieved.

  我们已经证明，苯桥双（炔丙基醇）与氯二烷基膦的反应通过1，2-双（α-）的[2 + 2]环加成反应独家提供了3,8-双（二​​烷基次膦基）萘[ b ]环丁烯。膦基烯丙基）苯。还已经实现了产物的去磷酸化。