(E)-5-Hydroxy-4-methyl-7-naphthalen-2-yl-3-oxo-hept-6-enoic acid methyl ester | 478011-25-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-5-Hydroxy-4-methyl-7-naphthalen-2-yl-3-oxo-hept-6-enoic acid methyl ester
• CAS: 478011-25-5
• 化学式: C₁₉H₂₀O₄
• 分子量: 312.365
• InChiKey: XFJOUEKTPHOLBA-CSKARUKUSA-N

物化性质

• 沸点：
  524.2±50.0 °C(Predicted)
• 密度：
  1.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-5-Hydroxy-4-methyl-7-naphthalen-2-yl-3-oxo-hept-6-enoic acid methyl ester 在 potassium tert-butylate 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (2E,6E)-3-Methoxy-4-methyl-7-naphthalen-2-yl-5-oxo-hepta-2,6-dienoic acid methyl ester
  参考文献：
  名称：

  The first synthesis and antifungal activities of 9-methoxystrobilurin-type β-substituted β-Methoxyacrylate

  摘要：

  The first synthesis of 9-methoxystrobilurin-type beta-substituted MOAs was successfully achieved. A chiral oudemansin-type beta-substituted MOA was also synthesized utilizing Mukaiyama's asymmetric aldol reaction. Antifungal activities of the synthesized compounds against several representative fungi were examined by disk-diffusion assay. As a result, unique and superior antifungal properties of 9-methoxystrobilurin-type beta-substituted MOAs compared with those of oudemansin-type analogue were clearly revealed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00625-x
• 作为产物：
  描述：

  3-氧代戊酸甲酯 、 (E)-3-(2-naphthyl)-2-propenal 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以86%的产率得到(E)-5-Hydroxy-4-methyl-7-naphthalen-2-yl-3-oxo-hept-6-enoic acid methyl ester
  参考文献：
  名称：

  The first synthesis and antifungal activities of 9-methoxystrobilurin-type β-substituted β-Methoxyacrylate

  摘要：

  The first synthesis of 9-methoxystrobilurin-type beta-substituted MOAs was successfully achieved. A chiral oudemansin-type beta-substituted MOA was also synthesized utilizing Mukaiyama's asymmetric aldol reaction. Antifungal activities of the synthesized compounds against several representative fungi were examined by disk-diffusion assay. As a result, unique and superior antifungal properties of 9-methoxystrobilurin-type beta-substituted MOAs compared with those of oudemansin-type analogue were clearly revealed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00625-x