ethyl 2-(1-benzyl-4-(1-cyano-2-ethoxy-2-oxoethyl)piperidin-4-yl)-2-propoxyacetate | 1082204-06-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: ethyl 2-(1-benzyl-4-(1-cyano-2-ethoxy-2-oxoethyl)piperidin-4-yl)-2-propoxyacetate
• CAS: 1082204-06-5
• 化学式: C₂₄H₃₄N₂O₅
• 分子量: 430.544
• InChiKey: IPRSQMZAFVWKQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  31.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  88.86
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(1-benzyl-4-(1-cyano-2-ethoxy-2-oxoethyl)piperidin-4-yl)-2-propoxyacetate 在 lithium chloride 作用下， 以 水 、 二甲基亚砜 为溶剂， 以89%的产率得到Ethyl 2-[1-benzyl-4-(cyanomethyl)piperidin-4-yl]-2-propoxyacetate
  参考文献：
  名称：

  Practical and divergent synthesis of 1- and 5-substituted 3,9-diazaspiro[5.5]undecanes and undecan-2-ones

  摘要：

  A divergent synthesis of 1- and 5-substituted 3,9-diazaspiro[5.5]undecanes and undecan-2-ones is described, in which the key step is an efficient Michael addition of a lithium enolate to a tetrasubstituted olefin acceptor. A variety of substituents (butyl, phenyl,and propoxyl)were introduced at C-1(5) in this manner. in addition, an asymmetric synthesis of one member of this series was achieved using an Evans oxazolidinone chiral auxiliary reagent. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.086
• 作为产物：
  描述：

  丙氧基乙酸乙酯 、 2-(1-苄基-4-哌啶基)-2-氰基乙酸乙酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到ethyl 2-(1-benzyl-4-(1-cyano-2-ethoxy-2-oxoethyl)piperidin-4-yl)-2-propoxyacetate
  参考文献：
  名称：

  Practical and divergent synthesis of 1- and 5-substituted 3,9-diazaspiro[5.5]undecanes and undecan-2-ones

  摘要：

  A divergent synthesis of 1- and 5-substituted 3,9-diazaspiro[5.5]undecanes and undecan-2-ones is described, in which the key step is an efficient Michael addition of a lithium enolate to a tetrasubstituted olefin acceptor. A variety of substituents (butyl, phenyl,and propoxyl)were introduced at C-1(5) in this manner. in addition, an asymmetric synthesis of one member of this series was achieved using an Evans oxazolidinone chiral auxiliary reagent. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.086