1-[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]octahydroindole-7a-carbonitrile | 809233-38-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]octahydroindole-7a-carbonitrile
• 英文别名: 1-[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]-3,3a,4,5,6,7-hexahydro-2H-indole-7a-carbonitrile
• CAS: 809233-38-3
• 化学式: C₁₉H₂₅IN₂O₂
• 分子量: 440.324
• InChiKey: XLKHQYIJRKFKAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]octahydroindole-7a-carbonitrile 在 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到15,16-dimethoxy-cis-erythrinane
  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
• 作为产物：
  描述：

  3,4-二甲氧基-6-碘苯基乙腈 在 盐酸 、 sodium tetrahydroborate 、 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 23.5h， 生成 1-[2-(2-iodo-4,5-dimethoxyphenyl)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