1-[2-(1-Benzyl-piperidin-4-yl)-acetyl]-cyclopropanecarboxylic acid methyl ester | 141764-55-8

• 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: 1-[2-(1-Benzyl-piperidin-4-yl)-acetyl]-cyclopropanecarboxylic acid methyl ester
• 英文别名: Methyl 1-[2-(1-benzylpiperidin-4-yl)acetyl]cyclopropane-1-carboxylate
• CAS: 141764-55-8
• 化学式: C₁₉H₂₅NO₃
• 分子量: 315.412
• InChiKey: MVQSRAQZCQMYLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-(1-Benzyl-piperidin-4-yl)-acetyl]-cyclopropanecarboxylic acid methyl ester 在 盐酸 作用下， 反应 3.0h， 以34%的产率得到1-benzyl-4-(5-hydroxy-2-oxopentyl)piperidine
  参考文献：
  名称：

  Studies on the synthesis of 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones. A short synthetic route to functionalized 8-alkyl derivatives

  摘要：

  Two approaches to 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones are explored. They are based on the cyclization of an alpha-alkyl alpha-aryl ketone upon an iminium salt generated from 2-cyanopiperidine 13 and on the arylation of 8-alkyl-2-azabicyclo[3.3.1]nonan-7-one 20. An efficient, short synthetic route to 8-alkyl-2-azabicyclo[3.3.1]nonan-7-ones, using phosphonate 16 as a 5-functionalized 2-oxopentyl synthon, is reported.

  DOI：

  10.1016/s0040-4020(01)92254-9
• 作为产物：
  描述：

  2-溴乙基乙酸酯 、 1-苄基-4-哌啶乙酰乙酸甲酯 在 sodium hydride 作用下， 以16%的产率得到1-[2-(1-Benzyl-piperidin-4-yl)-acetyl]-cyclopropanecarboxylic acid methyl ester
  参考文献：
  名称：

  Studies on the synthesis of 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones. A short synthetic route to functionalized 8-alkyl derivatives

  摘要：

  Two approaches to 8-alkyl-8-aryl-2-azabicyclo[3.3.1]nonan-7-ones are explored. They are based on the cyclization of an alpha-alkyl alpha-aryl ketone upon an iminium salt generated from 2-cyanopiperidine 13 and on the arylation of 8-alkyl-2-azabicyclo[3.3.1]nonan-7-one 20. An efficient, short synthetic route to 8-alkyl-2-azabicyclo[3.3.1]nonan-7-ones, using phosphonate 16 as a 5-functionalized 2-oxopentyl synthon, is reported.

  DOI：

  10.1016/s0040-4020(01)92254-9