trans-1-hydroxymethyl-4a-methyl-1,2,3,4-tetrahydro-4aH-carbazole | 84573-37-5

• 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: trans-1-hydroxymethyl-4a-methyl-1,2,3,4-tetrahydro-4aH-carbazole
• 英文别名: [(1R,4aR)-4a-Methyl-2,3,4,4a-tetrahydro-1H-carbazol-1-yl]methanol；[(1R,4aR)-4a-methyl-1,2,3,4-tetrahydrocarbazol-1-yl]methanol
• CAS: 84573-37-5
• 化学式: C₁₄H₁₇NO
• 分子量: 215.295
• InChiKey: GVSIZOMZTSZMTJ-IINYFYTJSA-N

物化性质

• 沸点：
  349.3±42.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-1-hydroxymethyl-4a-methyl-1,2,3,4-tetrahydro-4aH-carbazole 在 platinum(IV) oxide 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 生成 trans-1-hydroxymethyl-4a-methyl-1,2,3,4,6b,7,8,9,10,10a-decahydro-4aH-carbazole
  参考文献：
  名称：

  Compounds with bridgehead nitrogen. 42—1H NMR and stereochemistry of isomeric 6a-methylperhydroindolo[3,2,1-i,j]benzoxazines and the position of conformational equilibrium in perhydropyrrolo[1,2-c][1,3]oxazine

  摘要：

  AbstractThe 1H NMR parameters of the NCH2O protons in the spectrum of perhydropyrrolo[1,2‐c][1,3]oxazine show its existence in solution at room temperature in the O‐inside cis‐fused conformation. rel‐(3aS,6aS,6bR,10aS,11aS)‐6a‐Methylperhydroindolo[3,2,1‐i,j]benzoxazine and rel‐(3aS,6aS,6bS,10aR,11aS)‐6a‐methylperhydroindolo[3,2,1‐i,j]benzoxazine are shown to adopt cis‐ and trans‐fused conformations, respectively, for the corresponding bicyclic moiety.

  DOI：

  10.1002/mrc.1270200209
• 作为产物：
  描述：

  2-甲基环己酮 以 1,4-二氧六环 为溶剂， 生成 trans-1-hydroxymethyl-4a-methyl-1,2,3,4-tetrahydro-4aH-carbazole
  参考文献：
  名称：

  Compounds with bridgehead nitrogen. 42—1H NMR and stereochemistry of isomeric 6a-methylperhydroindolo[3,2,1-i,j]benzoxazines and the position of conformational equilibrium in perhydropyrrolo[1,2-c][1,3]oxazine

  摘要：

  AbstractThe 1H NMR parameters of the NCH2O protons in the spectrum of perhydropyrrolo[1,2‐c][1,3]oxazine show its existence in solution at room temperature in the O‐inside cis‐fused conformation. rel‐(3aS,6aS,6bR,10aS,11aS)‐6a‐Methylperhydroindolo[3,2,1‐i,j]benzoxazine and rel‐(3aS,6aS,6bS,10aR,11aS)‐6a‐methylperhydroindolo[3,2,1‐i,j]benzoxazine are shown to adopt cis‐ and trans‐fused conformations, respectively, for the corresponding bicyclic moiety.

  DOI：

  10.1002/mrc.1270200209

文献信息

• Compounds with bridgehead nitrogen. 42—1H NMR and stereochemistry of isomeric 6a-methylperhydroindolo[3,2,1-i,j]benzoxazines and the position of conformational equilibrium in perhydropyrrolo[1,2-c][1,3]oxazine
  作者：Trevor A. Crabb、Roger F. Newton、Janet Rouse

  DOI：10.1002/mrc.1270200209

  日期：1982.10

  AbstractThe 1H NMR parameters of the NCH2O protons in the spectrum of perhydropyrrolo[1,2‐c][1,3]oxazine show its existence in solution at room temperature in the O‐inside cis‐fused conformation. rel‐(3aS,6aS,6bR,10aS,11aS)‐6a‐Methylperhydroindolo[3,2,1‐i,j]benzoxazine and rel‐(3aS,6aS,6bS,10aR,11aS)‐6a‐methylperhydroindolo[3,2,1‐i,j]benzoxazine are shown to adopt cis‐ and trans‐fused conformations, respectively, for the corresponding bicyclic moiety.