3,3'-dimethyl-[1,1'-binaphthalene]-2,2',8,8'-tetraol | 1396500-98-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3,3'-dimethyl-[1,1'-binaphthalene]-2,2',8,8'-tetraol
• 英文别名: 8-(2,8-Dihydroxy-3-methylnaphthalen-1-yl)-6-methylnaphthalene-1,7-diol
• CAS: 1396500-98-3
• 化学式: C₂₂H₁₈O₄
• 分子量: 346.383
• InChiKey: BJXGZOJAODSICW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-dimethyl-[1,1'-binaphthalene]-2,2',8,8'-tetraol 在 碘苯二乙酸 作用下， 以 乙腈 为溶剂， 以75%的产率得到(±)-6,13-dimethylnaphtho[1,8-bc]naphtho[1',8':3,4,5]furo[2,3-d]furan-5,12-dione
  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 氢气 、 二异丁基氢化铝 、 钯 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 甲苯 为溶剂， 反应 16.5h， 生成 3,3'-dimethyl-[1,1'-binaphthalene]-2,2',8,8'-tetraol
  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