6-Ethyl-5-methoxy-7-(1-phenyl-1H-tetrazol-5-yloxy)-3H-isobenzofuran-1-one | 203579-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-Ethyl-5-methoxy-7-(1-phenyl-1H-tetrazol-5-yloxy)-3H-isobenzofuran-1-one
• CAS: 203579-28-6
• 化学式: C₁₈H₁₆N₄O₄
• 分子量: 352.349
• InChiKey: WSFXLKLGFSSCGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  88.36
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  6-Ethyl-5-methoxy-7-(1-phenyl-1H-tetrazol-5-yloxy)-3H-isobenzofuran-1-one 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 60.0 ℃ 、999.99 kPa 条件下， 反应 24.0h， 以93%的产率得到6-ethyl-5-methoxy-3H-isobenzofuran-1-one
  参考文献：
  名称：

  O-Methylasparvenone, a nitrogen-free serotonin antagonist

  摘要：

  O-Methylasparvenone (1) and asparvenone (2) were isolated from an Aspergillus parvulus Smith broth in a microbial screening for 5-HT2C ligands and found to be 5-HT2C antagonists. They represent the first nitrogen-free serotonin ligands. The absolute configuration of 1 was determined to be S by X-ray analysis of the corresponding Mosher-ester. A short and efficient synthesis of rac-1 was developed. This protocol was applied to the synthesis of derivatives of 1 and a structure-affinity relationship was established. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00160-0
• 作为产物：
  描述：

  6-ethyl-5,7-dimethoxy-3H-isobenzofuran-1-one 在 三溴化硼 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 6-Ethyl-5-methoxy-7-(1-phenyl-1H-tetrazol-5-yloxy)-3H-isobenzofuran-1-one
  参考文献：
  名称：

  O-Methylasparvenone, a nitrogen-free serotonin antagonist

  摘要：

  O-Methylasparvenone (1) and asparvenone (2) were isolated from an Aspergillus parvulus Smith broth in a microbial screening for 5-HT2C ligands and found to be 5-HT2C antagonists. They represent the first nitrogen-free serotonin ligands. The absolute configuration of 1 was determined to be S by X-ray analysis of the corresponding Mosher-ester. A short and efficient synthesis of rac-1 was developed. This protocol was applied to the synthesis of derivatives of 1 and a structure-affinity relationship was established. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00160-0