(2,2-dimethyl-1,2,3,4-tetrahydrobenzo[f]isoquinolin-4-yl)thioglycolic acid | 1309791-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (2,2-dimethyl-1,2,3,4-tetrahydrobenzo[f]isoquinolin-4-yl)thioglycolic acid
• 英文别名: 2-[(2,2-dimethyl-3,4-dihydro-1H-benzo[f]isoquinolin-4-yl)sulfanyl]acetic acid
• CAS: 1309791-90-9
• 化学式: C₁₇H₁₉NO₂S
• 分子量: 301.409
• InChiKey: AXCMPXUOYZEURA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  巯基乙酸 、 2,2-dimethyl-1,2-dihydrobenzoisoquinoline 以 苯 为溶剂， 反应 0.25h， 以63%的产率得到(2,2-dimethyl-1,2,3,4-tetrahydrobenzo[f]isoquinolin-4-yl)thioglycolic acid
  参考文献：
  名称：

  Synthesis of 2,2-dimethyl-1,2-dihydrobenzo[f]-isoquinolines displaying antifungal activity

  摘要：

  The reaction of 2,2-dimethyl-1,2-dihydrobenzo[f]isoquinoline with malonic acid gave (2,2-dimethyl-1,2,3,4-tetrahydrobenzo[f]isoquinolin-4-yl) acetic acid, the acid chloride of which readily forms esters with alcohols and phenols. Reaction of the same azomethine with thioglycolic acid leads to (2,2-dimethyl-1,2,3,4-tetrahydro-benzo[f]isoquinolin-4-yl) thioacetic acid. Activation of the initial azomethine by iodomethylation enables reaction with 1,3-indanedione to be carried out. The obtained substances display antifungal action.

  DOI：

  10.1007/s10593-011-0694-3