(E)-N,N'-dibutyl-3-(4-hydroxy-3-methoxyphenyl)-N'-((E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl)acrylohydrazide | 1453190-43-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-N,N'-dibutyl-3-(4-hydroxy-3-methoxyphenyl)-N'-((E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl)acrylohydrazide
• 英文别名: (E)-N,N'-dibutyl-3-(4-hydroxy-3-methoxyphenyl)-N'-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]prop-2-enehydrazide
• CAS: 1453190-43-6
• 化学式: C₂₈H₃₆N₂O₆
• 分子量: 496.604
• InChiKey: FAVGFDGVXLVTBT-JOBJLJCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  99.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 甲醇 、 sodium methylate 作用下， 反应 1.0h， 以0.217 g的产率得到(E)-N,N'-dibutyl-3-(4-hydroxy-3-methoxyphenyl)-N'-((E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl)acrylohydrazide
  参考文献：
  名称：

  Bidirectional synthesis of montamine analogs

  摘要：

  Reported herein is a bidirectional synthesis of symmetric N,N'-diacyl hydrazide compounds closely resembling the alkaloid natural product montamine. In the process, di-tert-butyl hydrazine-1,2-dicarboxylate was smoothly dialkylated with alkyl halides, then Boc deprotected and acylated with an acetate-protected acid chloride derived from ferulic acid. After acetate removal, simple montamine analogs were obtained in excellent overall yields. Fischer indole synthesis with 4-methoxyphenylhydrazine hydrochloride and dihydrofuran provided 5-methoxytryptophol, which was then elaborated to the 1,2-bis(5-methoxyindo1-3-yl)hydrazide structure bearing the substitution pattern found in montamine. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.134