3-(4-(5-(3-hydroxypropyl)-2-methoxyphenoxy)phenyl) propanoic acid | 1414032-21-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 3-(4-(5-(3-hydroxypropyl)-2-methoxyphenoxy)phenyl) propanoic acid
• 英文别名: 3-[4-[5-(3-Hydroxypropyl)-2-methoxyphenoxy]phenyl]propanoic acid；3-[4-[5-(3-hydroxypropyl)-2-methoxyphenoxy]phenyl]propanoic acid
• CAS: 1414032-21-5
• 化学式: C₁₉H₂₂O₅
• 分子量: 330.381
• InChiKey: MDKQZNVSQHDVDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4-(5-(3-hydroxypropyl)-2-methoxyphenoxy)phenyl) propanoic acid 在 aluminum (III) chloride 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 5.0h， 生成 isocorniculatolide A
  参考文献：
  名称：

  Synthesis of isomeric corniculatolides

  摘要：

  Synthesis of three natural macrolides 11-O-methylcorniculatolide A, 11-O-methylisocorniculatolide A and isocorniculatolide A is reported using a simple, straight forward and high-yielding route. The present synthesis confirms the assigned molecular structures and provides an access to sufficient quantities of the natural products for the biological evaluation. In addition, we have determined the anti-TB potential of the three natural compounds using Alamar-Blue assay (H(37)Rv) and found no significant inhibitory activity at 100 mu g/ml. Excellent yields, short sequence and useful SAR information are the highlights of the present work. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.010
• 作为产物：
  描述：

  3-羟基-4-甲氧基-苯丙醇 在 palladium 10% on activated carbon 、 氢气 、 caesium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 二甲基亚砜 、 乙酸乙酯 、 甲苯 为溶剂， 反应 14.0h， 生成 3-(4-(5-(3-hydroxypropyl)-2-methoxyphenoxy)phenyl) propanoic acid
  参考文献：
  名称：

  Synthesis of isomeric corniculatolides

  摘要：

  Synthesis of three natural macrolides 11-O-methylcorniculatolide A, 11-O-methylisocorniculatolide A and isocorniculatolide A is reported using a simple, straight forward and high-yielding route. The present synthesis confirms the assigned molecular structures and provides an access to sufficient quantities of the natural products for the biological evaluation. In addition, we have determined the anti-TB potential of the three natural compounds using Alamar-Blue assay (H(37)Rv) and found no significant inhibitory activity at 100 mu g/ml. Excellent yields, short sequence and useful SAR information are the highlights of the present work. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.010