5-(tert-butyldimethylsilyloxy)-2-hexanol

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 5-(tert-butyldimethylsilyloxy)-2-hexanol
• 英文别名: 5-Methyl-2-hexanol, tert-butyldimethylsilyl ether；tert-butyl-dimethyl-(5-methylhexan-2-yloxy)silane
• 化学式: C₁₃H₃₀OSi
• 分子量: 230.466
• InChiKey: VVFBDDNOLNPNKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.83
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,5-己二醇 、 叔丁基二甲基氯硅烷 在 三乙胺 作用下， 以 正己烷 、 乙腈 为溶剂， 反应 24.0h， 以46%的产率得到5-(tert-butyldimethylsilyloxy)-2-hexanol
  参考文献：
  名称：

  Hexanes/acetonitrile: a binary solvent system for the efficient monosilylation of symmetric primary and secondary diols

  摘要：

  Symmetric diols are useful compounds in the synthesis of natural products, their value often dependent on their successful monoprotection. A general and simple method for the monosilylation of symmetrical primary and secondary diols is reported. The method exploits the solubility differential of diols and their monosilylated counterparts in a binary hexanes/acetonitrile solvent system. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.067

文献信息

• Hexanes/acetonitrile: a binary solvent system for the efficient monosilylation of symmetric primary and secondary diols
  作者：Burkhardt I. Wilke、Mark H. Dornan、Jon Yeung、Christopher N. Boddy、Atahualpa Pinto

  DOI：10.1016/j.tetlet.2014.02.067

  日期：2014.4

  Symmetric diols are useful compounds in the synthesis of natural products, their value often dependent on their successful monoprotection. A general and simple method for the monosilylation of symmetrical primary and secondary diols is reported. The method exploits the solubility differential of diols and their monosilylated counterparts in a binary hexanes/acetonitrile solvent system. (C) 2014 Elsevier Ltd. All rights reserved.