1-[2-(Isopropyl-dimethyl-silanyloxy)-3-phenyl-pent-4-enoyl]-pyrrolidin-2-one | 145458-59-9

• 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: 1-[2-(Isopropyl-dimethyl-silanyloxy)-3-phenyl-pent-4-enoyl]-pyrrolidin-2-one
• CAS: 145458-59-9
• 化学式: C₂₀H₂₉NO₃Si
• 分子量: 359.541
• InChiKey: OGPLPRMIBZMJIK-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  1-[2-(Isopropyl-dimethyl-silanyloxy)-3-phenyl-pent-4-enoyl]-pyrrolidin-2-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以15%的产率得到1-[1-Hydroxy-2-(isopropyl-dimethyl-silanyloxy)-3-phenyl-pent-4-enyl]-pyrrolidin-2-one
  参考文献：
  名称：

  Reductive routes to rigid peptide building blocks: The dependence of a regioselective imide reduction on the nature of an α-alkoxy substituent

  摘要：

  The reduction of several N-acylpyrrolidinones has been studied. The regioselectivity of the reductions was found to depend on the nature of the N-acyl group. In one example, the use of a sterically bulky triisopropylsiloxy substituent alpha to the N-acyl carbonyl led to exclusive reduction of the pyrrolidinone carbonyl and the formation of a product that could be used in the synthesis of the 1-azabicyclo[5.3.0]decane ring skeleton found in a key bicyclic Pro-Phe building block.

  DOI：

  10.1016/s0040-4039(00)60001-1
• 作为产物：
  描述：

  2-吡咯烷酮 、 2-(Isopropyl-dimethyl-silanyloxy)-3-phenyl-pent-4-enoyl chloride 生成 1-[2-(Isopropyl-dimethyl-silanyloxy)-3-phenyl-pent-4-enoyl]-pyrrolidin-2-one
  参考文献：
  名称：

  Reductive routes to rigid peptide building blocks: The dependence of a regioselective imide reduction on the nature of an α-alkoxy substituent

  摘要：

  The reduction of several N-acylpyrrolidinones has been studied. The regioselectivity of the reductions was found to depend on the nature of the N-acyl group. In one example, the use of a sterically bulky triisopropylsiloxy substituent alpha to the N-acyl carbonyl led to exclusive reduction of the pyrrolidinone carbonyl and the formation of a product that could be used in the synthesis of the 1-azabicyclo[5.3.0]decane ring skeleton found in a key bicyclic Pro-Phe building block.

  DOI：

  10.1016/s0040-4039(00)60001-1