5,5-di(methyl-1-oxo-3,4-dihydro-6,8-dimethoxynaphthalene-3-acetate) | 116513-75-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 5,5-di(methyl-1-oxo-3,4-dihydro-6,8-dimethoxynaphthalene-3-acetate)
• 英文别名: methyl 2-[8-[2,4-dimethoxy-7-(2-methoxy-2-oxoethyl)-5-oxo-7,8-dihydro-6H-naphthalen-1-yl]-5,7-dimethoxy-4-oxo-2,3-dihydro-1H-naphthalen-2-yl]acetate
• CAS: 116513-75-8
• 化学式: C₃₀H₃₄O₁₀
• 分子量: 554.594
• InChiKey: FICORVDCQNKVQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5,5-di(methyl-1-oxo-3,4-dihydro-6,8-dimethoxynaphthalene-3-acetate) 在 selenium(IV) oxide 、 二氧化硫 、 水 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.67h， 生成 5,5'-dimethyl-1,2-dihydroxy-6,8-dimethoxynaphthalene-3-acetate
  参考文献：
  名称：

  Zhao, Chen; Zhang, Xu-sheng; Zhang, Pang, Liebigs Annalen der Chemie, 1993, # 1, p. 35 - 42

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 1-oxo-3,4,dihydro-5-iodo-6,8-dimethoxy-(2H)-naphthalene-3-acetate 在 铜 作用下， 反应 1.0h， 以26%的产率得到5,5-di(methyl-1-oxo-3,4-dihydro-6,8-dimethoxynaphthalene-3-acetate)
  参考文献：
  名称：

  A simple high-yielding approach to perylenequinone from the novel one-step double coupling reaction of 1,2-naphtoquinone

  摘要：

  The transformation from 1,2-naphthoquinone to perylenequinone, which usually requires several steps, is stereo-selectively realized via one step in excellent yield by a newly developed, double coupling method. The possible mechanism for this novel reaction and the properties of the resulting perylenequinone are discussed. Moreover, an improved procedure for the preparation of a 5-bromo-1,2-naphthalenediol, a reported coupling precursor to perylenequinone, is also described. These synthetic procedures open convenient ways to perylenequinone structures of significant biological potential.

  DOI：

  10.1016/s0040-4020(01)80577-9

文献信息

• A facile route to perylenequinone
  作者：Chen Chao、Pang Zhang

  DOI：10.1016/s0040-4039(00)80060-x

  日期：1988.1
• Zhao, Chen; Zhang, Xu-sheng; Zhang, Pang, Liebigs Annalen der Chemie, 1993, # 1, p. 35 - 42
  作者：Zhao, Chen、Zhang, Xu-sheng、Zhang, Pang

  DOI：——

  日期：——
• A simple high-yielding approach to perylenequinone from the novel one-step double coupling reaction of 1,2-naphtoquinone
  作者：Zhenjun Diwu、J. William Lown

  DOI：10.1016/s0040-4020(01)80577-9

  日期：1992.1

  The transformation from 1,2-naphthoquinone to perylenequinone, which usually requires several steps, is stereo-selectively realized via one step in excellent yield by a newly developed, double coupling method. The possible mechanism for this novel reaction and the properties of the resulting perylenequinone are discussed. Moreover, an improved procedure for the preparation of a 5-bromo-1,2-naphthalenediol, a reported coupling precursor to perylenequinone, is also described. These synthetic procedures open convenient ways to perylenequinone structures of significant biological potential.