1-(1-methoxy-2,3-dihydro-1H-inden-5-yl)propan-2-one | 137527-75-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1-(1-methoxy-2,3-dihydro-1H-inden-5-yl)propan-2-one
• CAS: 137527-75-4
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: PDROPZWVWMDTNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 溶剂黄146 作用下， 以 甲醇 为溶剂， 以85%的产率得到1-(1-methoxy-2,3-dihydro-1H-inden-5-yl)propan-2-one
  参考文献：
  名称：

  The synthesis and chemistry of a simplified, functional analogue of neocarzinostatin chromophore: identification of an intramolecular 1,5-hydrogen atom

  摘要：

  The synthesis and chemistry of a monocyclic analogue of neocarzinostatin chromophore are described. This analogue is activated through a Michael addition process and provides cycloaromatized products similar to those obtained in the activation of neocarzinostatin chromophore. Mechanistic studies on this analogue have led to the first identification of a diyl self-quenching pathway based on a 1,5-hydrogen atom transfer that provides a novel hypothesis about the relationship between thiol structure and DNA single and double strand cleavage selectivity for neocarzinostatin chromophore and diyl-based cleaving agents.

  DOI：

  10.1016/s0040-4020(01)80627-x

文献信息

• Studies on DNA cleaving agents: synthesis and chemically induced cycloaromatization of a monocyclic neocarzinostatin chromophore analogue
  作者：Paul A. Wender、Mark J. Tebbe

  DOI：10.1016/s0040-4039(00)93481-6

  日期：1991.9

  The synthesis of an acyclic analogue of neocarzinostatin chromophore is described. This analogue is found to undergo cycloaromatization in the presence of thiols; the process involves a previously undetected internal hydrogen abstraction reaction.
• The synthesis and chemistry of a simplified, functional analogue of neocarzinostatin chromophore: identification of an intramolecular 1,5-hydrogen atom
  作者：Paul A. Wender、Mark J. Tebbe

  DOI：10.1016/s0040-4020(01)80627-x

  日期：1994.1

  The synthesis and chemistry of a monocyclic analogue of neocarzinostatin chromophore are described. This analogue is activated through a Michael addition process and provides cycloaromatized products similar to those obtained in the activation of neocarzinostatin chromophore. Mechanistic studies on this analogue have led to the first identification of a diyl self-quenching pathway based on a 1,5-hydrogen atom transfer that provides a novel hypothesis about the relationship between thiol structure and DNA single and double strand cleavage selectivity for neocarzinostatin chromophore and diyl-based cleaving agents.