(2S,4S)-2-[tert-butyl(dimethyl)silyl]oxy-2,4-dimethylhexanal | 1228243-12-6

• 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,4S)-2-[tert-butyl(dimethyl)silyl]oxy-2,4-dimethylhexanal
• CAS: 1228243-12-6
• 化学式: C₁₄H₃₀O₂Si
• 分子量: 258.476
• InChiKey: IYZZODFCDLPGPO-JSGCOSHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  7
• 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

• 作为反应物：
  描述：

  双乙烯酮 、 L-苹果酸二甲酯 、 (2S,4S)-2-[tert-butyl(dimethyl)silyl]oxy-2,4-dimethylhexanal 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 3.25h， 以62%的产率得到dimethyl (2S)-2-[(6S,8S)-6-[tert-butyl(dimethyl)silyl]oxy-5-hydroxy-6,8-dimethyl-3-oxodecanoyl]oxybutanedioate
  参考文献：
  名称：

  Determination of the absolute configuration of nodulisporacid A by the concise synthesis of four stereoisomers via three-component reaction and one-pot construction of the framework

  摘要：

  Four stereoisomers of nodulisporacid A (1) were synthesized by the concise approach which includes three-component reaction and subsequent one-pot construction of the whole framework. The (1)H NMR comparison of the derivatives (10-12) revealed the absolute configuration of natural 1 to be 4R,4'R,6'R. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.064
• 作为产物：
  描述：

  在 过碘酸 作用下， 以 乙酸乙酯 为溶剂， 以99%的产率得到(2S,4S)-2-[tert-butyl(dimethyl)silyl]oxy-2,4-dimethylhexanal
  参考文献：
  名称：

  Determination of the absolute configuration of nodulisporacid A by the concise synthesis of four stereoisomers via three-component reaction and one-pot construction of the framework

  摘要：

  Four stereoisomers of nodulisporacid A (1) were synthesized by the concise approach which includes three-component reaction and subsequent one-pot construction of the whole framework. The (1)H NMR comparison of the derivatives (10-12) revealed the absolute configuration of natural 1 to be 4R,4'R,6'R. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.064

文献信息

• Determination of the absolute configuration of nodulisporacid A by the concise synthesis of four stereoisomers via three-component reaction and one-pot construction of the framework
  作者：Tatsunobu Sumiya、Ken Ishigami、Hidenori Watanabe

  DOI：10.1016/j.tetlet.2010.03.064

  日期：2010.5

  Four stereoisomers of nodulisporacid A (1) were synthesized by the concise approach which includes three-component reaction and subsequent one-pot construction of the whole framework. The (1)H NMR comparison of the derivatives (10-12) revealed the absolute configuration of natural 1 to be 4R,4'R,6'R. (C) 2010 Elsevier Ltd. All rights reserved.