trimethyl 1-(benzyloxy)-piperidone-3,5,5-tricarboxylate | 1095534-23-8

• 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: trimethyl 1-(benzyloxy)-piperidone-3,5,5-tricarboxylate
• 英文别名: Trimethyl 6-oxo-1-phenylmethoxypiperidine-3,3,5-tricarboxylate
• CAS: 1095534-23-8
• 化学式: C₁₈H₂₁NO₈
• 分子量: 379.367
• InChiKey: VUQRJNRVPLDBOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  formaldehyde O-benzyloxime 、 丙二酸二甲酯 在 silver trifluoromethanesulfonate 、 ytterbium(III) triflate 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以100%的产率得到trimethyl 1-(benzyloxy)-piperidone-3,5,5-tricarboxylate
  参考文献：
  名称：

  Efficient Multicomponent Reaction for the Synthesis of Piperidine Derivatives: Yb(OTf)₃/AgOTf Cocatalyzed Preparation of Trimethyl 3,5,5-Piperidonetricarboxylate

  摘要：

  A novel and convenient one-pot synthesis of trimethyl 3,5,5-piperidonetricarboxylate was reported. Cocatalyzed by Yb(OTf)3 and AgOTf under mild conditions, a piperidone containing a -amino acid template was synthesized from dimethyl malonate and formaldehyde O-benzyl oxime in high yield. It could be a useful building block for the synthesis of multisubstituted piperidine derivatives.

  DOI：

  10.1080/00397910802323122

文献信息

• Efficient Multicomponent Reaction for the Synthesis of Piperidine Derivatives: Yb(OTf)₃/AgOTf Cocatalyzed Preparation of Trimethyl 3,5,5-Piperidonetricarboxylate
  作者：Gao-Yan Lian、Feng Lin、Jin-Di Yu、Dan-Wei Zhang

  DOI：10.1080/00397910802323122

  日期：2008.11.13

  A novel and convenient one-pot synthesis of trimethyl 3,5,5-piperidonetricarboxylate was reported. Cocatalyzed by Yb(OTf)3 and AgOTf under mild conditions, a piperidone containing a -amino acid template was synthesized from dimethyl malonate and formaldehyde O-benzyl oxime in high yield. It could be a useful building block for the synthesis of multisubstituted piperidine derivatives.