2-(2-methyldodeca-2,4-dienoylamino)-propionic acid methyl ester | 1354647-21-4

• 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: 2-(2-methyldodeca-2,4-dienoylamino)-propionic acid methyl ester
• CAS: 1354647-21-4
• 化学式: C₁₇H₂₉NO₃
• 分子量: 295.422
• InChiKey: ZIPGLTYYVLCCEO-RTGGNZDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  21.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(2-methyldodeca-2,4-dienoylamino)-propionic acid methyl ester 在 lithium hydroxide monohydrate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 水 、 乙酸乙酯 、 甲苯 为溶剂， 反应 13.25h， 生成 3-methoxy-2-[2-(2-methyl-dodeca-2,4-dienoylamino)-propionylamino]-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)-2-methyldodeca-2,4-dienoic acid 、 L-丙氨酸甲酯盐酸盐 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以95%的产率得到2-(2-methyldodeca-2,4-dienoylamino)-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