(+)-1-{[(1S,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetyl}-4-(4-methoxyphenyl)piperazine | 1260177-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (+)-1-{[(1S,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetyl}-4-(4-methoxyphenyl)piperazine
• 英文别名: 2-[(1S,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]-1-[4-(4-methoxyphenyl)piperazin-1-yl]ethanone
• CAS: 1260177-54-5
• 化学式: C₂₅H₃₂N₂O₅
• 分子量: 440.539
• InChiKey: NXEIRWFCWLAAAX-JTSKRJEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (+)-1-{[(1S,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetyl}-4-(4-methoxyphenyl)piperazine 在 diborane(6) 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以86%的产率得到(+)-1-{2-[(1S,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]ethyl}-4-(4-methoxyphenyl)piperazine
  参考文献：
  名称：

  Synthesis and circular dichroism of optically active 1,3-disubstituted isochromans of dopamine D4 antagonist activity

  摘要：

  The C-1 epimers of the 3-methyl-6,7-dimethoxy analogues of the 04 antagonist sonepiprazole 1b and 5-HT1D agonist PNU-109291 la containing both the isochroman and p-methoxyphenylpiperazine chromophores were prepared in order to study the applicability of circular dichroism for the assignment of the configuration of 1,3-disubstituted isochromans and test their dopamine D-4 antagonist activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.08.006
• 作为产物：
  描述：

  1-(4-甲氧基苯基)哌嗪 、 (+)-[(1S,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到(+)-1-{[(1S,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetyl}-4-(4-methoxyphenyl)piperazine
  参考文献：
  名称：

  Synthesis and circular dichroism of optically active 1,3-disubstituted isochromans of dopamine D4 antagonist activity

  摘要：

  The C-1 epimers of the 3-methyl-6,7-dimethoxy analogues of the 04 antagonist sonepiprazole 1b and 5-HT1D agonist PNU-109291 la containing both the isochroman and p-methoxyphenylpiperazine chromophores were prepared in order to study the applicability of circular dichroism for the assignment of the configuration of 1,3-disubstituted isochromans and test their dopamine D-4 antagonist activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.08.006

文献信息

• Synthesis and circular dichroism of optically active 1,3-disubstituted isochromans of dopamine D4 antagonist activity
  作者：Gábor Kerti、Tibor Kurtán、Katalin E. Kövér、Sándor Sólyom、István Greiner、Sándor Antus

  DOI：10.1016/j.tetasy.2010.08.006

  日期：2010.10

  The C-1 epimers of the 3-methyl-6,7-dimethoxy analogues of the 04 antagonist sonepiprazole 1b and 5-HT1D agonist PNU-109291 la containing both the isochroman and p-methoxyphenylpiperazine chromophores were prepared in order to study the applicability of circular dichroism for the assignment of the configuration of 1,3-disubstituted isochromans and test their dopamine D-4 antagonist activity. (C) 2010 Elsevier Ltd. All rights reserved.