| 1220797-02-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• CAS: 1220797-02-3
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: XIVJLWMBYRONOI-JTQLQIEISA-N

物化性质

• 沸点：
  295.1±40.0 °C(predicted)
• 密度：
  1.16±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.15
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  在 对甲苯磺酸 作用下， 以 水 、 丙酮 为溶剂， 反应 0.5h， 生成 (S)-1,2,3,5,6,8a-hexahydroindolizine-8-carbaldehyde
  参考文献：
  名称：

  Synthesis and evaluation of opioid receptor-binding affinity of elaeocarpenine and its analogs

  摘要：

  Both enantiomers of elaeocarpenine (1) and its analogs, 21, 22, 25, and 27, were synthesized from bicyclic aldehydes 8-10 via a flexible route previously established for total synthesis of grandisines, and their binding affinities for mu-, kappa- and delta-opioid receptor subtypes were evaluated. We found that (9R)-1 exhibited higher affinity than (9S)-1 for all the subtypes, but the enantiomers showed little subtype selectivity. Analogs 21 having a pyrrolizidine skeleton and 27 having a stemona-type skeleton in place of the indolizidine unit of (9S)-1 showed mu-selective and mu-, kappa-selective binding, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.062
• 作为产物：
  描述：

  (8aS)-8-(1,3-dioxolan-2-yl)-1,5,6,8a-tetrahydro-2H-indolizin-3-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of opioid receptor-binding affinity of elaeocarpenine and its analogs

  摘要：

  Both enantiomers of elaeocarpenine (1) and its analogs, 21, 22, 25, and 27, were synthesized from bicyclic aldehydes 8-10 via a flexible route previously established for total synthesis of grandisines, and their binding affinities for mu-, kappa- and delta-opioid receptor subtypes were evaluated. We found that (9R)-1 exhibited higher affinity than (9S)-1 for all the subtypes, but the enantiomers showed little subtype selectivity. Analogs 21 having a pyrrolizidine skeleton and 27 having a stemona-type skeleton in place of the indolizidine unit of (9S)-1 showed mu-selective and mu-, kappa-selective binding, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.062