(+)-ethyl [(1R,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetate | 1260177-51-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (+)-ethyl [(1R,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetate
• 英文别名: ethyl 2-[(1R,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetate
• CAS: 1260177-51-2
• 化学式: C₁₆H₂₂O₅
• 分子量: 294.348
• InChiKey: ZWQLKMGZRGDJAP-GXFFZTMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (+)-ethyl [(1R,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetate 在 lithium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.0h， 以95%的产率得到(+)-[(1R,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetic acid
  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：

  3,3-二乙氧基丙酸乙酯 、 (S)-1-(3,4-二甲氧基苯基)-2-丙醇 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以50%的产率得到(+)-ethyl [(1R,3S)-6,7-dimethoxy-3-methyl-3,4-dihydro-1H-isochromen-1-yl]acetate
  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.