(S)-1-(2-cyanoethyl)-5-(thexyldimethylsilyloxymethyl)pyrrolidin-2-one | 175659-95-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (S)-1-(2-cyanoethyl)-5-(thexyldimethylsilyloxymethyl)pyrrolidin-2-one
• CAS: 175659-95-7
• 化学式: C₁₆H₃₀N₂O₂Si
• 分子量: 310.512
• InChiKey: WRSGVGCAVBYZIE-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  53.33
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-1-(2-cyanoethyl)-5-(thexyldimethylsilyloxymethyl)pyrrolidin-2-one 在 甲醇 、 ammonium hydroxide 、 sodium tetrahydroborate 、 cobalt(II) chloride 作用下， 反应 3.5h， 生成 (S)-1-(3-Amino-propyl)-5-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-pyrrolidin-2-one
  参考文献：
  名称：

  Synthesis and X-ray crystal structure of (S)-9-hydroxymethyl-1,5-diazabicyclo[4.3.0]non-5-ene, an enantiopure DBN-analogue

  摘要：

  Synthetic routes are described to two enantiopure analogues of 1, 5-diazabicyclo[4.3.0]non-5-ene (DBN) containing a hydroxyl function. Such compounds may be interesting as chiral bifunctional basic catalysts in enantioselective synthesis. Starting from (S)-malic acid silyl protected (S)-8-hydroxy-DBN was prepared, but this compound appeared unstable. The title compound prepared from (S)-pyro glutamic acid is a stable crystalline solid. Its crystal structure shows a strong intermolecular hydrogen bond.

  DOI：

  10.1016/0957-4166(96)00035-3
• 作为产物：
  描述：

  丙烯腈 、 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以96%的产率得到(S)-1-(2-cyanoethyl)-5-(thexyldimethylsilyloxymethyl)pyrrolidin-2-one
  参考文献：
  名称：

  Synthesis and X-ray crystal structure of (S)-9-hydroxymethyl-1,5-diazabicyclo[4.3.0]non-5-ene, an enantiopure DBN-analogue

  摘要：

  Synthetic routes are described to two enantiopure analogues of 1, 5-diazabicyclo[4.3.0]non-5-ene (DBN) containing a hydroxyl function. Such compounds may be interesting as chiral bifunctional basic catalysts in enantioselective synthesis. Starting from (S)-malic acid silyl protected (S)-8-hydroxy-DBN was prepared, but this compound appeared unstable. The title compound prepared from (S)-pyro glutamic acid is a stable crystalline solid. Its crystal structure shows a strong intermolecular hydrogen bond.

  DOI：

  10.1016/0957-4166(96)00035-3