(2E,6E)-3-Methoxy-4-methyl-5-oxo-7-thiophen-2-yl-hepta-2,6-dienoic acid methyl ester | 478011-30-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2E,6E)-3-Methoxy-4-methyl-5-oxo-7-thiophen-2-yl-hepta-2,6-dienoic acid methyl ester
• CAS: 478011-30-2
• 化学式: C₁₄H₁₆O₄S
• 分子量: 280.345
• InChiKey: PDLLNCXRGIAYLJ-WRSMZVRVSA-N

物化性质

• 沸点：
  422.5±45.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  三氟甲烷磺酸甲酯 、 (2E,6E)-3-Methoxy-4-methyl-5-oxo-7-thiophen-2-yl-hepta-2,6-dienoic acid methyl ester 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 反应 0.17h， 以49%的产率得到methyl (2E,4E,6E)-3,5-dimethoxy-4-methyl-7-thiophen-2-ylhepta-2,4,6-trienoate
  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 在 正丁基锂 、 potassium tert-butylate 、 sodium hydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 (2E,6E)-3-Methoxy-4-methyl-5-oxo-7-thiophen-2-yl-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