3-hydroxy-2-[3-hydroxy-2-(2-methyl-dodeca-2,4-dienoylamino)-propionylamino]-propionic acid methyl ester | 1354647-26-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-hydroxy-2-[3-hydroxy-2-(2-methyl-dodeca-2,4-dienoylamino)-propionylamino]-propionic acid methyl ester
• CAS: 1354647-26-9
• 化学式: C₂₀H₃₄N₂O₆
• 分子量: 398.5
• InChiKey: LZFNKIXYTNOWLD-WTPCJXRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  28.0
• 可旋转键数：
  14.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  124.96
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-hydroxy-2-[3-hydroxy-2-(2-methyl-dodeca-2,4-dienoylamino)-propionylamino]-propionic acid methyl ester 在 吡啶 、 lithium perchlorate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 2-[2-(2-methyl-dodeca-2,4-dienoylamino)-acryloylamino]-acrylic acid methyl ester
  参考文献：
  名称：

  Synthesis and evaluation of structural requirements for antifungal activity of cyrmenin B1 analogues

  摘要：

  In a study aiming to define the structural elements essential to cyrmenin B-1 antifungal activity, the synthesis of a series of analogues was carried out. The structural modification introduced stepwise in distinct areas of the parent molecule allowed a deeper insight to be gained into the most relevant structural features affecting the activity of the natural compound. The bioassay results clearly indicate the relevance of each portion of the parent molecule, only the modification of the conjugated double bond geometry being tolerated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.023
• 作为产物：
  描述：

  (2E,4Z)-3-hydroxy-2-(2-methyldodeca-2,4-dienoylamino)-propionic acid methyl ester 在 N-甲基吗啉 、 lithium hydroxide monohydrate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.58h， 生成 3-hydroxy-2-[3-hydroxy-2-(2-methyl-dodeca-2,4-dienoylamino)-propionylamino]-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis and evaluation of structural requirements for antifungal activity of cyrmenin B1 analogues

  摘要：

  In a study aiming to define the structural elements essential to cyrmenin B-1 antifungal activity, the synthesis of a series of analogues was carried out. The structural modification introduced stepwise in distinct areas of the parent molecule allowed a deeper insight to be gained into the most relevant structural features affecting the activity of the natural compound. The bioassay results clearly indicate the relevance of each portion of the parent molecule, only the modification of the conjugated double bond geometry being tolerated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.023