7,7'-dihydroxy-2,2'-bis(methoxymethoxy)-1,1'-dinaphthyl

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7,7'-dihydroxy-2,2'-bis(methoxymethoxy)-1,1'-dinaphthyl
• 英文别名: (R)-(-)-2,2'-bis-methoxymethoxy[1,1']-binaphthalene-7,7'-diol；8-[7-Hydroxy-2-(methoxymethoxy)naphthalen-1-yl]-7-(methoxymethoxy)naphthalen-2-ol
• 化学式: C₂₄H₂₂O₆
• 分子量: 406.435
• InChiKey: SCUKQFZWENYSME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7,7'-dihydroxy-2,2'-bis(methoxymethoxy)-1,1'-dinaphthyl 在 四(三苯基膦)钯 、 甲酸 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (R)-(+)-2,2’-双(甲氧基甲氧基)-1,1’-联萘
  参考文献：
  名称：

  Facile Preparation of Optically Pure 7,7‘-Disubstituted BINOLs and Their Application in Asymmetric Catalysis

  摘要：

  A family of optically pure 7,7'-disubsituted-2,2'-dihydroxy-1,1'-dinaphthyls have been conveniently prepared from easily accessible 7-alloxyl-2-naphthol by reaction sequences beginning with the asymmetric oxidative coupling and followed by key synthetic steps including deprotection, alkylation, and Suzuki coupling. Application of these binaphthols in catalytic phenylacetylene addition to aldehydes resulted in excellent enantioselectivities.

  DOI：

  10.1021/jo034831+
• 作为产物：
  描述：

  7-(allyloxy)naphthalen-2-ol 在 chiral V₂O₉C₂₆H₂₈N₂ 四(三苯基膦)钯 、 氧气 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 为溶剂， 反应 10.0h， 生成 7,7'-dihydroxy-2,2'-bis(methoxymethoxy)-1,1'-dinaphthyl
  参考文献：
  名称：

  Facile Preparation of Optically Pure 7,7‘-Disubstituted BINOLs and Their Application in Asymmetric Catalysis

  摘要：

  A family of optically pure 7,7'-disubsituted-2,2'-dihydroxy-1,1'-dinaphthyls have been conveniently prepared from easily accessible 7-alloxyl-2-naphthol by reaction sequences beginning with the asymmetric oxidative coupling and followed by key synthetic steps including deprotection, alkylation, and Suzuki coupling. Application of these binaphthols in catalytic phenylacetylene addition to aldehydes resulted in excellent enantioselectivities.

  DOI：

  10.1021/jo034831+

文献信息

• Novel diphosphine compound, production intermediate thereof, transition metal complex containing the compound as ligand and asymmetric hydrogenation catalyst containing the complex
  申请人：Takasago International Corporation

  公开号：EP1371655B1

  公开（公告）日：2006-08-23
• Facile Preparation of Optically Pure 7,7‘-Disubstituted BINOLs and Their Application in Asymmetric Catalysis
  作者：Quan-Zhong Liu、Nan-Sheng Xie、Zhi-Bin Luo、Xin Cui、Lin-Feng Cun、Liu-Zhu Gong、Ai-Qiao Mi、Yao-Zhong Jiang

  DOI：10.1021/jo034831+

  日期：2003.10.1

  A family of optically pure 7,7'-disubsituted-2,2'-dihydroxy-1,1'-dinaphthyls have been conveniently prepared from easily accessible 7-alloxyl-2-naphthol by reaction sequences beginning with the asymmetric oxidative coupling and followed by key synthetic steps including deprotection, alkylation, and Suzuki coupling. Application of these binaphthols in catalytic phenylacetylene addition to aldehydes resulted in excellent enantioselectivities.