1-[2-(2-bromophenyl)ethyl]octahydroindole-7a-carbonitrile

• 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
• 英文名称: 1-[2-(2-bromophenyl)ethyl]octahydroindole-7a-carbonitrile
• 英文别名: 1-[2-(2-Bromophenyl)ethyl]octahydroindole-7a-carbonitrile；1-[2-(2-bromophenyl)ethyl]-3,3a,4,5,6,7-hexahydro-2H-indole-7a-carbonitrile
• 化学式: C₁₇H₂₁BrN₂
• 分子量: 333.271
• InChiKey: RPKGLUCNHGSDTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻溴氰苄 在 盐酸 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 甲醇 、 乙醚 、 甲苯 为溶剂， 反应 6.5h， 生成 1-[2-(2-bromophenyl)ethyl]octahydroindole-7a-carbonitrile
  参考文献：
  名称：

  An Improved Stereocontrolled Route to cis-Erythrinanes by Combined Intramolecular Strecker and Bruylants Reaction

  摘要：

  Condensation of (2-iodophenyl)ethylamines with cyclohexanoylacetaldehyde provided the corresponding aldimines which were reduced yielding secondary phenethylcyclohexanoylethylamines. These in turn were appropriate intermediates to prepare several erythrinanes by a sequential intramolecular Strecker and intramolecular Bruylants reaction. In contrast, the C-ring homologue schelhammeranes were not available on this route.

  DOI：

  10.1007/s00706-004-0184-8

文献信息

• An Improved Stereocontrolled Route to cis-Erythrinanes by Combined Intramolecular Strecker and Bruylants Reaction
  作者：Eberhard Reimann、Christian Ettmayr

  DOI：10.1007/s00706-004-0184-8

  日期：2004.9

  Condensation of (2-iodophenyl)ethylamines with cyclohexanoylacetaldehyde provided the corresponding aldimines which were reduced yielding secondary phenethylcyclohexanoylethylamines. These in turn were appropriate intermediates to prepare several erythrinanes by a sequential intramolecular Strecker and intramolecular Bruylants reaction. In contrast, the C-ring homologue schelhammeranes were not available on this route.