3-Heptanone, 5-[[bis(1-methylethyl)silyl]oxy]-2,4,6-trimethyl-, (R*,R*)- | 136151-84-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Heptanone, 5-[[bis(1-methylethyl)silyl]oxy]-2,4,6-trimethyl-, (R*,R*)-
• 英文别名: (4RS,5RS)-5-(diisopropylsilyl)oxy-2,4,6-trimethylheptan-3-one
• CAS: 136151-84-3；136151-85-4；143722-94-5；143722-95-6
• 化学式: C₁₆H₃₄O₂Si
• 分子量: 286.53
• InChiKey: NIPKVWTXNQXAIV-ZBFHGGJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  19.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-Heptanone, 5-[[bis(1-methylethyl)silyl]oxy]-2,4,6-trimethyl-, (R*,R*)- 在 氢氟酸 、 四氯化锡 作用下， 生成 (3RS,5RS)-2,4,6-trimethylpentane-3,5-diol
  参考文献：
  名称：

  1,3-versus 1,2-Asymmetric induction in the reduction of β-hydroxy ketones by intramolecular hydrosilylation

  摘要：

  The role of 1,2-asymmetric induction has been investigated in the 1,3-anti-selective reduction of beta-hydroxy ketones via intramolecular hydrosilylation. For the alpha-methyl beta-hydroxy ketones 2a, 3a, the effect of the alpha-substituent is negligible except that it appears to reinforce 1,3-asymmetric induction. For the alpha-ethyl beta-hydroxy ketones 2b, 3b, 1,3-asymmetric induction is dominant but not overwhelming. The super-acid TfOH2+ B(OTf)4- has been used as a catalyst for the hydrosilylation giving, in one case, an improved result when compared with previous methodology.

  DOI：

  10.1039/p19910001383
• 作为产物：
  描述：

  2-甲基-3-戊酮 在 4-二甲氨基吡啶 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.33h， 生成 3-Heptanone, 5-[[bis(1-methylethyl)silyl]oxy]-2,4,6-trimethyl-, (R*,R*)-
  参考文献：
  名称：

  1,3-versus 1,2-Asymmetric induction in the reduction of β-hydroxy ketones by intramolecular hydrosilylation

  摘要：

  The role of 1,2-asymmetric induction has been investigated in the 1,3-anti-selective reduction of beta-hydroxy ketones via intramolecular hydrosilylation. For the alpha-methyl beta-hydroxy ketones 2a, 3a, the effect of the alpha-substituent is negligible except that it appears to reinforce 1,3-asymmetric induction. For the alpha-ethyl beta-hydroxy ketones 2b, 3b, 1,3-asymmetric induction is dominant but not overwhelming. The super-acid TfOH2+ B(OTf)4- has been used as a catalyst for the hydrosilylation giving, in one case, an improved result when compared with previous methodology.

  DOI：

  10.1039/p19910001383