3-methyl-1-(2-naphthyloxymethylcarbonyl)piperidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-methyl-1-(2-naphthyloxymethylcarbonyl)piperidine
• 英文别名: 1-(3-Methylpiperidin-1-yl)-2-(naphthalen-2-yloxy)ethanone；1-(3-methylpiperidin-1-yl)-2-naphthalen-2-yloxyethanone
• 化学式: C₁₈H₂₁NO₂
• 分子量: 283.37
• InChiKey: AKXJHEZKVGWZBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (2-萘氧基)乙酸甲酯 、 3-甲基哌啶 以76.01%的产率得到3-methyl-1-(2-naphthyloxymethylcarbonyl)piperidine
  参考文献：
  名称：

  2-(2-Naphthyloxy)acetate derivatives. I. A new class of antiamnesic agents

  摘要：

  The title compounds 1-(2-naphthyloxymethylcarbonyl) piperidine, C17H19NO2, (I), and 3-methyl-1-(2-naphthyloxymethylcarbonyl) piperidine, C18H21NO2, (II), are potential antiamnesics. In (II), the methyl-substituted piperidine ring is disordered over two conformations. The piperidine ring has a chair conformation in both compounds. In (I), the molecules are linked by weak intermolecular C-H...O interactions to give networks represented by C(4), C(6) and R-4(4)(18) graph-set motifs, while in (II), weak intermolecular C-H...O interactions generate R-1(2)(5), C(4) and C(7) graph-set motifs. The dihedral angle between the naphthalene moiety and the piperidine ring is 33.83 (7)degrees in (I), while it is 31.78 (11) and 19.38 (19)degrees for the major and minor conformations, respectively, in (II).

  DOI：

  10.1107/s0108270103012332

文献信息

• 2-(2-Naphthyloxy)acetate derivatives. I. A new class of antiamnesic agents
  作者：S. Thamotharan、V. Parthasarathi、R. Malik、D. P. Jindal、P. Piplani、Anthony Linden

  DOI：10.1107/s0108270103012332

  日期：2003.8.15

  The title compounds 1-(2-naphthyloxymethylcarbonyl) piperidine, C17H19NO2, (I), and 3-methyl-1-(2-naphthyloxymethylcarbonyl) piperidine, C18H21NO2, (II), are potential antiamnesics. In (II), the methyl-substituted piperidine ring is disordered over two conformations. The piperidine ring has a chair conformation in both compounds. In (I), the molecules are linked by weak intermolecular C-H...O interactions to give networks represented by C(4), C(6) and R-4(4)(18) graph-set motifs, while in (II), weak intermolecular C-H...O interactions generate R-1(2)(5), C(4) and C(7) graph-set motifs. The dihedral angle between the naphthalene moiety and the piperidine ring is 33.83 (7)degrees in (I), while it is 31.78 (11) and 19.38 (19)degrees for the major and minor conformations, respectively, in (II).