1-[1-(2-吲哚-3-基-乙基)-哌啶-4-基]-1,3-二氢-苯并咪唑-2-酮 | 61220-24-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-[1-(2-吲哚-3-基-乙基)-哌啶-4-基]-1,3-二氢-苯并咪唑-2-酮
• 英文名称: 1-[1-(2-indol-3-yl-ethyl)-piperidin-4-yl]-1,3-dihydro-benzoimidazol-2-one
• 英文别名: 3-[1-[2-(1H-indol-3-yl)ethyl]piperidin-4-yl]-1H-benzimidazol-2-one
• CAS: 61220-24-4
• 化学式: C₂₂H₂₄N₄O
• 分子量: 360.459
• InChiKey: BBPQRKBUSMBLKU-UHFFFAOYSA-N

物化性质

• 熔点：
  249-250 °C(Solv: ethyl ether (60-29-7); methanol (67-56-1))
• 密度：
  1.269±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  51.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,9-Dihydropyrano<3,4-b>indol-1(3H)-on 、 4-（2-酮酸-1-苯并咪唑）哌啶 反应 2.0h， 以46%的产率得到1-[1-(2-吲哚-3-基-乙基)-哌啶-4-基]-1,3-二氢-苯并咪唑-2-酮
  参考文献：
  名称：

  Investigations into the mechanism of lactamization of lactones yielding in a novel route to biologically active tryptamine derivatives

  摘要：

  The mechanism of lactamization of corresponding lactones was investigated by means of gas chromatography and synthesis of possible intermediates as references. Lactones react with amines via the amino acid with subsequent elimination of water to the corresponding lactams. In the first step, also hydroxyamides are in equilibrium with the lactones and amines, respectively, which are not able to form the amide though. This mechanism opens a new approach for the synthesis of N-beta-disubstituted tryptamines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.073

文献信息

• Investigations into the mechanism of lactamization of lactones yielding in a novel route to biologically active tryptamine derivatives
  作者：Michael Decker、Thi Thanh Huyen Nguyen、Jochen Lehmann

  DOI：10.1016/j.tet.2004.03.073

  日期：2004.5

  The mechanism of lactamization of corresponding lactones was investigated by means of gas chromatography and synthesis of possible intermediates as references. Lactones react with amines via the amino acid with subsequent elimination of water to the corresponding lactams. In the first step, also hydroxyamides are in equilibrium with the lactones and amines, respectively, which are not able to form the amide though. This mechanism opens a new approach for the synthesis of N-beta-disubstituted tryptamines. (C) 2004 Elsevier Ltd. All rights reserved.