5-(4-methoxyphenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole | 1579268-47-5

• 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: 5-(4-methoxyphenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole
• 英文别名: 5-(4-Methoxyphenyl)-2,6-bis-(4-methylphenyl)sulfonyl-1,3,4,5-tetrahydroazepino[4,3-b]indole；5-(4-methoxyphenyl)-2,6-bis-(4-methylphenyl)sulfonyl-1,3,4,5-tetrahydroazepino[4,3-b]indole
• CAS: 1579268-47-5
• 化学式: C₃₃H₃₂N₂O₅S₂
• 分子量: 600.759
• InChiKey: LHACCYBIQBGPJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-(4-methoxybenzyl)-4-methyl-N-(3-oxopropyl)benzenesulfonamide 在 正丁基锂 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 3.67h， 生成 5-(4-methoxyphenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole
  参考文献：
  名称：

  Synthesis of fused-tricyclic indole derivatives through an acid-promoted skeletal rearrangement

  摘要：

  We developed a novel method for synthesizing fused-tricyclic indole derivatives with a 3-aminomethyl indole motif through a reaction cascade involving ipso-Friedel-Crafts alkylation of phenols, rearomatization of the spirocyclohexadienone unit, and iso-Pictet-Spengler reaction. Using TFA as an acid promoter, six-, seven-, and eight-membered ring-fused indoles were obtained in 31-99% yield. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.074

文献信息

• Synthesis of fused-tricyclic indole derivatives through an acid-promoted skeletal rearrangement
  作者：Takuya Yokosaka、Tomoya Kanehira、Hiroki Nakayama、Tetsuhiro Nemoto、Yasumasa Hamada

  DOI：10.1016/j.tet.2014.01.074

  日期：2014.3

  We developed a novel method for synthesizing fused-tricyclic indole derivatives with a 3-aminomethyl indole motif through a reaction cascade involving ipso-Friedel-Crafts alkylation of phenols, rearomatization of the spirocyclohexadienone unit, and iso-Pictet-Spengler reaction. Using TFA as an acid promoter, six-, seven-, and eight-membered ring-fused indoles were obtained in 31-99% yield. (C) 2014 Elsevier Ltd. All rights reserved.