<2-(6-methoxynaphtalenyl)>(3-methoxyphenyl)methanol | 67448-94-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: <2-(6-methoxynaphtalenyl)>(3-methoxyphenyl)methanol
• 英文别名: 2-(6-Methoxy-2-naphthyl)-3-methoxybenzylalkohol；(6-methoxynaphthalen-2-yl)-(3-methoxyphenyl)methanol
• CAS: 67448-94-6
• 化学式: C₁₉H₁₈O₃
• 分子量: 294.35
• InChiKey: HMROURSHSBNUAJ-UHFFFAOYSA-N

物化性质

• 熔点：
  97-98 °C
• 沸点：
  483.3±40.0 °C(Predicted)
• 密度：
  1.181±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  <2-(6-methoxynaphtalenyl)>(3-methoxyphenyl)methanol 在 盐酸 、 18-冠醚-6 、 硼烷 、 溶剂黄146 、 calcium chloride 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙腈 、 苯 为溶剂， 反应 146.5h， 生成 6-methoxy-4-<2-(6-methoxynaphthalenyl)>-3,4-dihydroisoquinoline
  参考文献：
  名称：

  Synthesis and complexation properties of a water-soluble optically active cyclophane incorporating a 4-naphthyl-1,2,3,4-tetrahydroisoquinoline unit as a chiral spacer

  摘要：

  The unnatural alkaloid 6-methoxy-4-[2-(6-methoxynaphthalenyl)]-1,2,3,4-tetrahydroisoquinoline (5) was prepared as a chiral spacer for optically active cyclophane receptors. Optical resolution of the building block was accomplished through diastereomeric salt formation with dibenzoyltartaric acid. The S configuration was assigned by X-ray crystallographic methods to the hydrochloride salt of (-)-5. Starting from enantiomerically pure 5, the optically active cyclophanes (R)- and (S)-4 were prepared. These cycophanes, in which the chiral alkaloid spacer is bridged to an achiral diphenylmethane unit, are efficient binders of napthalene derivatives in D2O/CD3OD (60:40, v/v) and show a modest degree of chiral recognition in the inclusion complexation of naproxen derivatives.

  DOI：

  10.1021/jo00010a034
• 作为产物：
  描述：

  2-溴-6-甲氧基萘 、 3-甲氧基苯甲醛 在 magnesium 作用下， 生成 <2-(6-methoxynaphtalenyl)>(3-methoxyphenyl)methanol
  参考文献：
  名称：

  Synthesis and complexation properties of a water-soluble optically active cyclophane incorporating a 4-naphthyl-1,2,3,4-tetrahydroisoquinoline unit as a chiral spacer

  摘要：

  The unnatural alkaloid 6-methoxy-4-[2-(6-methoxynaphthalenyl)]-1,2,3,4-tetrahydroisoquinoline (5) was prepared as a chiral spacer for optically active cyclophane receptors. Optical resolution of the building block was accomplished through diastereomeric salt formation with dibenzoyltartaric acid. The S configuration was assigned by X-ray crystallographic methods to the hydrochloride salt of (-)-5. Starting from enantiomerically pure 5, the optically active cyclophanes (R)- and (S)-4 were prepared. These cycophanes, in which the chiral alkaloid spacer is bridged to an achiral diphenylmethane unit, are efficient binders of napthalene derivatives in D2O/CD3OD (60:40, v/v) and show a modest degree of chiral recognition in the inclusion complexation of naproxen derivatives.

  DOI：

  10.1021/jo00010a034