1-Triethylsilyloxydecan-2-ol | 139008-53-0

• 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: 1-Triethylsilyloxydecan-2-ol
• CAS: 139008-53-0
• 化学式: C₁₆H₃₆O₂Si
• 分子量: 288.546
• InChiKey: DTTCKEDZESIHRB-UHFFFAOYSA-N

物化性质

• 沸点：
  338.5±25.0 °C(Predicted)
• 密度：
  0.867±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  19
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 碘 、 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 1-Triethylsilyloxydecan-2-ol
  参考文献：
  名称：

  1-methylcyclopropyl (MCP) ethers as protecting groups

  摘要：

  Terminal 1,2- or 1,3-diol acetonides can be converted regioselectively into secondary 1-methylcyclopropyl (MCP) ethers or primary triethylsilyl ethers under mild conditions. MCP ethers are stable to a variety of conditions and can be removed by treatment with NBS or DDQ.

  DOI：

  10.1016/0040-4039(91)80480-t

文献信息

• Novel Regiocontrolled Protection of 1,2- and 1,3-Diols via Mild Cleavage of Methylene Acetals
  作者：Hiromichi Fujioka、Kento Senami、Ozora Kubo、Kenzo Yahata、Yutaka Minamitsuji、Tomohiro Maegawa

  DOI：10.1021/ol902088b

  日期：2009.11.19

  regiocontrolled protection of unsymmetrical 1,2- and 1,3-diols has been developed. Different types of protected diols are available from the methylene acetal in a one-pot procedure. Highly regioselective protection of diols with a silyl group at the less hindered hydroxy group as well as with a MOM group at the more hindered one were achieved. The reaction conditions are mild without affecting other functional

  已经开发了不对称的1,2-和1,3-二醇的区域控制保护。一锅法可从亚甲基缩醛中获得不同类型的被保护的二醇。获得了对具有较低受阻羟基的甲硅烷基和受较受阻的羟基的MOM基团的二醇的高度区域选择性保护。反应条件温和，不影响包括酸不稳定功能在内的其他官能团。
• Mild Deprotection of Methylene Acetals in Combination with Trimethylsilyl Triflate-2,2'-Bipyridyl
  作者：Hiromichi Fujioka、Kento Senami、Ozora Kubo、Kenzo Yahata、Yutaka Minamitsuji、Tomohiro Maegawa

  DOI：10.1248/cpb.58.426

  日期：——

  facile deprotection of methylene acetal protection of diols under mild conditions is established. The combination of trimethylsilyl triflate (TMSOTf) and 2,2'-bipyridyl followed by a weakly acidic hydrolysis was effective and the substrates having acid sensitive functional groups can be tolerated under the stated conditions. The selective deprotection between methylene acetal and benzophenone ketal

  建立了在温和条件下二醇的亚甲基缩醛保护的轻松脱保护。三氟甲磺酸三甲基甲硅烷基酯（TMSOTf）和2,2'-联吡啶基的组合，然后进行弱酸性水解是有效的，并且在所述条件下可以耐受具有酸敏感性官能团的底物。在亚甲基缩醛和二苯甲酮缩酮之间实现了选择性的脱保护。