2-Benzyl-1,4-dimethoxynaphthalene-2-acetic acid | 137789-69-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Benzyl-1,4-dimethoxynaphthalene-2-acetic acid
• 英文别名: 3-benzyl-1,4-dimethoxynaphthalene-2-acetic acid；2-(3-benzyl-1,4-dimethoxynaphthalen-2-yl)acetic acid
• CAS: 137789-69-6
• 化学式: C₂₁H₂₀O₄
• 分子量: 336.387
• InChiKey: JQLFNJPFKYOQLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Benzyl-1,4-dimethoxynaphthalene-2-acetic acid 在 N-溴代丁二酰亚胺(NBS) 、 三氯化铝 、 Celite 、 水 、 pyridinium chlorochromate 、 过氧化苯甲酰 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 生成 6,7-Benzo-3,4-(1,4-dimethoxy-2,3-naphtho)-1,2-dehydro-1-hydroxy-2-(3,3-dimethylacryloyl)-5-oxosuberane
  参考文献：
  名称：

  The Synthesis of Radermachol

  摘要：

  Five different approaches to the preparation of 6,7-benzo-3,4-(1,4-dimethoxy-2,3-naphtho)-1,5-dioxosuberane (3), an intermediate needed for the synthesis of radermachol (1), the red pigment from the roots of Radermachera xylocarpa, are described. The synthesis of radermachol (1) has been accomplished from 1,4-nephthoquinone in 14 steps.

  DOI：

  10.1021/jo00105a046
• 作为产物：
  描述：

  2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene 在 hydroxide 作用下， 生成 2-Benzyl-1,4-dimethoxynaphthalene-2-acetic acid
  参考文献：
  名称：

  The total synthesis of radermachol

  摘要：

  The red pigment, radermachol (1), has been synthesized from 1,4-dimethoxynaphthelene in thirteen steps.

  DOI：

  10.1016/s0040-4039(00)92365-7

文献信息

• Crystal and molecular structure of 6,7-benzo-3,4 (1,4-dimethoxy-2,3-naphtho)-1,5-dioxosuberane
  作者：Elizabeth M. Holt、Balawant S. Joshi、Qingping Jiang、S. William Pelletier

  DOI：10.1007/bf01665273

  日期：1995.7

  The crystal and molecular structure of the title compound (2) C21H16O4 has been determined by an X-ray analysis, by direct methods from diffractometer data and refined by full-matrix least squares. The compound (2) crystallizes in the space group P2(1)/a, with cell parameters: 36.432(5), b = 5.512(3), c = 8.269(5) Angstrom, beta = 108.0(3)degrees, z = 4, D-c = 1.397 g/cm(-3), R = 7.8 for 1136 observed reflections. The conformation of the tetracyclic ring system shows a folding of two planar parts of the carbon skeleton about an axis passing thorough C8 and C16 of the seven membered ring C.