dimethyl 2,2',8,8'-tetrahydroxy-1,1'-binaphthyl-3,3'-dicarboxylate | 1396500-75-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: dimethyl 2,2',8,8'-tetrahydroxy-1,1'-binaphthyl-3,3'-dicarboxylate
• 英文别名: Methyl 4-(2,8-dihydroxy-3-methoxycarbonylnaphthalen-1-yl)-3,5-dihydroxynaphthalene-2-carboxylate
• CAS: 1396500-75-6
• 化学式: C₂₄H₁₈O₈
• 分子量: 434.402
• InChiKey: KPMJHHJHAHYEFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dimethyl 2,2',8,8'-tetrahydroxy-1,1'-binaphthyl-3,3'-dicarboxylate 在 [N,N'-bis(salicylidene)ethane-1,2-diaminato]cobalt(II) 、 氧气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以84 mg的产率得到dimethyl 2,2'-dihydroxy-5,5',8,8'-tetraoxo-5,5',8,8'-tetrahydro-1,1'-binaphthyl-3,3'-dicarboxylate
  参考文献：
  名称：

  Selective Oxidation of 8,8′-Hydroxylated Binaphthols to Bis-spironaphthalenones or Binaphtho-para- and Binaphtho-ortho-quinones

  摘要：

  The selective oxidation of a series of functionalized 8,8'-hydroxylated binaphthols to binaphtho-para- and binaphtho-ortho-quinones has been realized using either a Co-salen catalyst or ortho-iodoxybenzoic acid. A unique spirocyclic bis-spironaphthalenone was also obtained in good yield via a phenyliodonium diacetate promoted oxidative dearomatization.

  DOI：

  10.1021/ol302195e
• 作为产物：
  描述：

  dimethyl 8,8'-bis(benzyloxy)-2,2'-dihydroxy-1,1'-binaphthyl-3,3'-dicarboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 15.0h， 以93%的产率得到dimethyl 2,2',8,8'-tetrahydroxy-1,1'-binaphthyl-3,3'-dicarboxylate
  参考文献：
  名称：

  Selective Oxidation of 8,8′-Hydroxylated Binaphthols to Bis-spironaphthalenones or Binaphtho-para- and Binaphtho-ortho-quinones

  摘要：

  The selective oxidation of a series of functionalized 8,8'-hydroxylated binaphthols to binaphtho-para- and binaphtho-ortho-quinones has been realized using either a Co-salen catalyst or ortho-iodoxybenzoic acid. A unique spirocyclic bis-spironaphthalenone was also obtained in good yield via a phenyliodonium diacetate promoted oxidative dearomatization.

  DOI：

  10.1021/ol302195e