(2S)-12-[tert-butyl(dimethyl)silyl]oxy-2-methyldodecanal | 1272665-01-6

• 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: (2S)-12-[tert-butyl(dimethyl)silyl]oxy-2-methyldodecanal
• CAS: 1272665-01-6
• 化学式: C₁₉H₄₀O₂Si
• 分子量: 328.611
• InChiKey: KACQXCAWTHDDJZ-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-12-[tert-butyl(dimethyl)silyl]oxy-2-methyldodecanal 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Xestoproxamines A−C from Neopetrosia proxima. Assignment of Absolute Stereostructure of Bis-piperidine Alkaloids by Integrated Degradation-CD Analysis

  摘要：

  The complete stereostructures of xestoproxamines A-C, from the Bahamian sponge Neopetrosia proxima, were assigned from spectroscopic analysis, including MS, 2D NMR, and integrated degradation-CD analysis. Two new CD application protocols are described for defining absolute configuration: one for allylic methyl groups in branched chains and a second for the heterocyclic core bis-piperidine with Specific applicability to other members of this class alkaloids-known for their stereoheterogeneity-and tertiary cyclic amines in general.

  DOI：

  10.1021/np1008637
• 作为产物：
  描述：

  在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以92%的产率得到(2S)-12-[tert-butyl(dimethyl)silyl]oxy-2-methyldodecanal
  参考文献：
  名称：

  Xestoproxamines A−C from Neopetrosia proxima. Assignment of Absolute Stereostructure of Bis-piperidine Alkaloids by Integrated Degradation-CD Analysis

  摘要：

  The complete stereostructures of xestoproxamines A-C, from the Bahamian sponge Neopetrosia proxima, were assigned from spectroscopic analysis, including MS, 2D NMR, and integrated degradation-CD analysis. Two new CD application protocols are described for defining absolute configuration: one for allylic methyl groups in branched chains and a second for the heterocyclic core bis-piperidine with Specific applicability to other members of this class alkaloids-known for their stereoheterogeneity-and tertiary cyclic amines in general.

  DOI：

  10.1021/np1008637

文献信息

• Xestoproxamines A−C from <i>Neopetrosia proxima</i>. Assignment of Absolute Stereostructure of Bis<i>-</i>piperidine Alkaloids by Integrated Degradation-CD Analysis
  作者：Brandon I. Morinaka、Tadeusz F. Molinski

  DOI：10.1021/np1008637

  日期：2011.3.25

  The complete stereostructures of xestoproxamines A-C, from the Bahamian sponge Neopetrosia proxima, were assigned from spectroscopic analysis, including MS, 2D NMR, and integrated degradation-CD analysis. Two new CD application protocols are described for defining absolute configuration: one for allylic methyl groups in branched chains and a second for the heterocyclic core bis-piperidine with Specific applicability to other members of this class alkaloids-known for their stereoheterogeneity-and tertiary cyclic amines in general.