dimethyl 8,8'-dihydroxy-2,2'-dimethoxy-1,1'-binaphthyl-3,3'-dicarboxylate | 1396500-87-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: dimethyl 8,8'-dihydroxy-2,2'-dimethoxy-1,1'-binaphthyl-3,3'-dicarboxylate
• 英文别名: Methyl 5-hydroxy-4-(8-hydroxy-2-methoxy-3-methoxycarbonylnaphthalen-1-yl)-3-methoxynaphthalene-2-carboxylate
• CAS: 1396500-87-0
• 化学式: C₂₆H₂₂O₈
• 分子量: 462.456
• InChiKey: RCLMGAUTRWBIIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dimethyl 8,8'-dihydroxy-2,2'-dimethoxy-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 3.0h， 以57%的产率得到dimethyl 2,2'-dimethoxy-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'-dimethoxy-1,1'-binaphthyl-3,3'-dicarboxylate 在 盐酸 、 氢气 、 钯 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 4.0h， 以99%的产率得到dimethyl 8,8'-dihydroxy-2,2'-dimethoxy-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