2,2-Dimethyl-4-trimethylsilanyloxy-decan-3-one | 89393-12-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-Dimethyl-4-trimethylsilanyloxy-decan-3-one
• 英文别名: 3-Decanone, 2,2-dimethyl-4-[(trimethylsilyl)oxy]-；2,2-dimethyl-4-trimethylsilyloxydecan-3-one
• CAS: 89393-12-4
• 化学式: C₁₅H₃₂O₂Si
• 分子量: 272.503
• InChiKey: HTOZWVSRFXPOET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  庚醛 、 叔丁基锂 、 三甲基氯硅烷 以68%的产率得到
  参考文献：
  名称：

  SEYFERTH, D.;WEINSTEIN, R. M.;WANG, WEI-LIANG;HUI, R. C., TETRAHEDRON LETT., 1983, 24, N 45, 4907-4910

  摘要：

  DOI：

文献信息

• High yield acyl anion transfer reactions: nucleophilic acylation of aldehydes
  作者：Dietmar Seyferth、Robert M. Weinstein、Wei-Liang Wang、Richard C. Hui

  DOI：10.1016/s0040-4039(01)99807-7

  日期：1983.1

  Aldehydes may be acylated to give R'CH(ON)C(O)R in good yield by the RLi/CO in situ procedure at very low temperatures. Examples are given of ketone acylations which demonstrate the advantages of 1:1 RLi/substrate stoichiometry and the use of lower (−135°C) temperature.

  可以通过在非常低的温度下通过RLi / CO原位程序将醛酰化，从而以高收率得到R'CH（ON）C（O）R。给出了酮酰化反应的实例，这些实例证明了1：1 RLi /底物化学计量比的优势以及使用较低温度（-135°C）的优势。
• Synthesis of .alpha.-hydroxy ketones by direct, low-temperature, in situ nucleophilic acylation of aldehydes and ketones by acyllithium reagents
  作者：Dietmar Seyferth、Robert M. Weinstein、Richard C. Hui、Wei Liang Wang、Colin M. Archer

  DOI：10.1021/jo00047a014

  日期：1992.10

  The reaction of n-, sec-, and tert-butyllithium with CO at atmospheric pressure at -110 and -135-degrees-C in the appropriate solvent system in the presence of ketones and aldehydes generates the acyllithium, RC(O)Li, which reacts with the carbonyl compound to give the alpha-hydroxy ketone, generally in good yield. Reactions with aldehydes are limited in scope, working well with the t-BuLi-derived acyllithium reagents, but not with n-BuC(O)Li.
• SEYFERTH, D.;WEINSTEIN, R. M.;WANG, WEI-LIANG;HUI, R. C., TETRAHEDRON LETT., 1983, 24, N 45, 4907-4910
  作者：SEYFERTH, D.、WEINSTEIN, R. M.、WANG, WEI-LIANG、HUI, R. C.

  DOI：——

  日期：——