triisopropyl(3-(((1R,2R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-yl)oxy)prop-1-yn-1-yl)silane | 944027-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: triisopropyl(3-(((1R,2R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-yl)oxy)prop-1-yn-1-yl)silane
• CAS: 944027-50-3
• 化学式: C₂₂H₄₀O₂Si
• 分子量: 364.644
• InChiKey: KRRQSVYJWDHANO-URVUXULASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  triisopropyl(3-(((1R,2R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-yl)oxy)prop-1-yn-1-yl)silane 在 florisil 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 生成 (4R,5S)-5-(benzylamino)-5-methyl-4-phenyl-2-[[(1R,2R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-yl]oxy]-3-[tri(propan-2-yl)silylmethyl]cyclopent-2-en-1-one
  参考文献：
  名称：

  Asymmetric Amine-Intercepted Nazarov Cyclization

  摘要：

  The chiral auxiliary directed addition of a propargyllithium reagent to a morpholino enamide, followed by exposure of the adduct to activated dry Florisil in the absence of solvent and in the presence of a primary or secondary amine, leads to a cascade of reactions that results in the formation of an aminocyclopentenone as a single diastereoisomer. The reaction can also be conducted intramolecularly.

  DOI：

  10.1021/ja0718873
• 作为产物：
  描述：

  (1R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-one 在 四丁基硫酸氢铵 sodium hydroxide 、 正丁基锂 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 9.0h， 生成 triisopropyl(3-(((1R,2R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-yl)oxy)prop-1-yn-1-yl)silane
  参考文献：
  名称：

  Asymmetric Amine-Intercepted Nazarov Cyclization

  摘要：

  The chiral auxiliary directed addition of a propargyllithium reagent to a morpholino enamide, followed by exposure of the adduct to activated dry Florisil in the absence of solvent and in the presence of a primary or secondary amine, leads to a cascade of reactions that results in the formation of an aminocyclopentenone as a single diastereoisomer. The reaction can also be conducted intramolecularly.

  DOI：

  10.1021/ja0718873