7-(1-hydroxy-2,2-dimethylpropyl)-7-isopropyl-8,11-dithiapentadec-5-yne | 1170730-94-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-(1-hydroxy-2,2-dimethylpropyl)-7-isopropyl-8,11-dithiapentadec-5-yne
• CAS: 1170730-94-5
• 化学式: C₂₁H₄₀OS₂
• 分子量: 372.68
• InChiKey: NCDVKWWLAJSSRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.25
• 重原子数：
  24.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  7-(1-hydroxy-2,2-dimethylpropyl)-7-isopropyl-8,11-dithiapentadec-5-yne 在 mercury(II) diacetate 、 碘 、 potassium iodide 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 以62%的产率得到2-tert-butyl-5-butyl-3-iodo-4-isopropylfuran
  参考文献：
  名称：

  Mercuric acetate-mediated annulation of homopropargylic alcohols having thioether substituent. A general route for the synthesis of tetrasubstituted furans from propargylic dithioacetals

  摘要：

  Treatment of an alkyl-substituted propargylic dithioacetal with (BuLi)-Bu-n followed by an aldehyde furnishes thio-substituted homopropargylic alcohol 7 which undergoes annulation in the presence of two equivalents of mercury acetate to give the corresponding mercurio-substituted furan 12. Reaction of 12 with iodine gives iodofuran in moderate to good yield. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.043
• 作为产物：
  描述：

  正丁基锂 、 特戊醛 、 2-hex-1-ynyl-2-isopropyl-1,3-dithiolane 以 四氢呋喃 、 正己烷 为溶剂， 反应 9.0h， 以54%的产率得到7-(1-hydroxy-2,2-dimethylpropyl)-7-isopropyl-8,11-dithiapentadec-5-yne
  参考文献：
  名称：

  Mercuric acetate-mediated annulation of homopropargylic alcohols having thioether substituent. A general route for the synthesis of tetrasubstituted furans from propargylic dithioacetals

  摘要：

  Treatment of an alkyl-substituted propargylic dithioacetal with (BuLi)-Bu-n followed by an aldehyde furnishes thio-substituted homopropargylic alcohol 7 which undergoes annulation in the presence of two equivalents of mercury acetate to give the corresponding mercurio-substituted furan 12. Reaction of 12 with iodine gives iodofuran in moderate to good yield. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.043