6-(Dimethyl-pyridin-2-yl-silanyl)-2,4,4-trimethyl-hexan-2-ol | 226225-91-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-(Dimethyl-pyridin-2-yl-silanyl)-2,4,4-trimethyl-hexan-2-ol
• 英文别名: 6-[Dimethyl(pyridin-2-yl)silyl]-2,4,4-trimethylhexan-2-ol
• CAS: 226225-91-8
• 化学式: C₁₆H₂₉NOSi
• 分子量: 279.498
• InChiKey: AELDTSLWAXUPLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(Dimethyl-pyridin-2-yl-silanyl)-2,4,4-trimethyl-hexan-2-ol 在 potassium fluoride 、 双氧水 、 potassium hydrogencarbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以99%的产率得到1,5-dihydroxy-3,3,5-trimethylhexane
  参考文献：
  名称：

  2-Pyridylsilyl group as a multifunctional “phase tag" for solution phase synthesis

  摘要：

  2-Pyridyldimethylsilyl (2-PyMe2Si) group was found to serve as effective "phase: tag" for acid-base extraction for solution phase synthesis. Acid-base extraction of octyl(2-pyridyl)dimethylsilane gave rise to 98% recovery. The introduction of 2-PyMe2Si group to organic molecules was easily accomplished by Rh catalyzed hydrosilylation of alkenes with 2-PyMe2SiH. The removal of 2-PyMe2Si group was achieved by the oxidation with H2O2/KF (Tamao oxidation). In order to demonstrate the utilitiy Of 2-PyMe2Si group as a "phase tag", a sequential multi-step transformation was conducted. The products of each steps were easily isolated by acid-base extraction, and were sufficiently pure for the direct use in the next step of the sequence. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00474-8
• 作为产物：
  描述：

  2-pyridyldimethylsilane 在 RhCl(PPh₃)3 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 2.0h， 生成 6-(Dimethyl-pyridin-2-yl-silanyl)-2,4,4-trimethyl-hexan-2-ol
  参考文献：
  名称：

  2-Pyridylsilyl group as a multifunctional “phase tag" for solution phase synthesis

  摘要：

  2-Pyridyldimethylsilyl (2-PyMe2Si) group was found to serve as effective "phase: tag" for acid-base extraction for solution phase synthesis. Acid-base extraction of octyl(2-pyridyl)dimethylsilane gave rise to 98% recovery. The introduction of 2-PyMe2Si group to organic molecules was easily accomplished by Rh catalyzed hydrosilylation of alkenes with 2-PyMe2SiH. The removal of 2-PyMe2Si group was achieved by the oxidation with H2O2/KF (Tamao oxidation). In order to demonstrate the utilitiy Of 2-PyMe2Si group as a "phase tag", a sequential multi-step transformation was conducted. The products of each steps were easily isolated by acid-base extraction, and were sufficiently pure for the direct use in the next step of the sequence. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00474-8