2-Methyl-5-(2-oct-1-ynylcyclopenten-1-yl)pent-3-yn-2-ol | 212079-49-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methyl-5-(2-oct-1-ynylcyclopenten-1-yl)pent-3-yn-2-ol
• CAS: 212079-49-7
• 化学式: C₁₉H₂₈O
• 分子量: 272.431
• InChiKey: PHSBXURDAINALP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Methyl-5-(2-oct-1-ynylcyclopenten-1-yl)pent-3-yn-2-ol 在 正丁基锂 、 三丁基氯化锡 、 甲基磺酰氯 、 三乙胺 作用下， 生成
  参考文献：
  名称：

  A new route to cumulenes by stannylation-deoxystannylation of propargylic alcohols. Application to synthesis of conjugated enyne[3]cumulene as a model compound of neocarzinostatin chromophore

  摘要：

  Sequential treatment of a propargylic alcohol by BuLi and Bu3SnCl gave a mixture of stannylated propargylic alcohol and stannylated allenyl alcohol, both of which were converted to a single [3]cumulene by deoxystannylation of the stannyl alcohols by treatment with methanesulfonyl chloride and triethylamine. The efficiency of the deoxystannylation has been compared with that of an analogous silyl counterpart and proved to be much more efficient. The method has been applied to synthesis of conjugated enyne[3]cumulene 3 as a model compound of neocarzinostatin chromophore. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01117-4
• 作为产物：
  描述：

  (2-溴环戊烯-1-基)甲醇 在 四(三苯基膦)钯 copper(l) iodide 、 正丁基锂 、 正丁胺 、 三乙胺 、 sodium iodide 作用下， 生成 2-Methyl-5-(2-oct-1-ynylcyclopenten-1-yl)pent-3-yn-2-ol
  参考文献：
  名称：

  A new route to cumulenes by stannylation-deoxystannylation of propargylic alcohols. Application to synthesis of conjugated enyne[3]cumulene as a model compound of neocarzinostatin chromophore

  摘要：

  Sequential treatment of a propargylic alcohol by BuLi and Bu3SnCl gave a mixture of stannylated propargylic alcohol and stannylated allenyl alcohol, both of which were converted to a single [3]cumulene by deoxystannylation of the stannyl alcohols by treatment with methanesulfonyl chloride and triethylamine. The efficiency of the deoxystannylation has been compared with that of an analogous silyl counterpart and proved to be much more efficient. The method has been applied to synthesis of conjugated enyne[3]cumulene 3 as a model compound of neocarzinostatin chromophore. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01117-4