3,3'-bis(1-phenyl-1H-1,2,3-triazol-4-yl)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl | 1352522-57-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,3'-bis(1-phenyl-1H-1,2,3-triazol-4-yl)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl
• CAS: 1352522-57-6
• 化学式: C₄₀H₃₂N₆O₄
• 分子量: 660.732
• InChiKey: PUSHUOSPKFJJAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.12
• 重原子数：
  50.0
• 可旋转键数：
  11.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  98.34
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3,3'-bis(1-phenyl-1H-1,2,3-triazol-4-yl)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl 在 盐酸 、 碳酸氢钠 作用下， 以 水 、 丙酮 为溶剂， 反应 20.0h， 以91%的产率得到3,3'-bis(1-phenyl-1H-1,2,3-triazol-4-yl)-2,2'-dihydroxy-1,1'-binaphthyl
  参考文献：
  名称：

  Synthesis of modified binol-phosphoramidites

  摘要：

  A number of chiral phosphoramidite ligands containing electronically different N-heterocycles at the 3,3'-positions of the binol scaffold were synthesized. The nucleophilicity of the pendant heterocycles correlated with the propensity of the P(III) centre to undergo aerobic oxidation to P(V). Due to an unexpected Staudinger-type reaction between the product phosphoramidites, the order in which the individual synthetic transformations were conducted was found to be important. The synthesis of a phosphoramidite ligand containing flanking groups at the 3,3'-positions of the binol scaffold in addition to a stereogenic phosphorus atom was also undertaken. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.020
• 作为产物：
  描述：

  (S)-3,3-二碘-2,2-双(甲氧基甲氧基)-1,1-联萘 在 甲醇 、 copper(l) iodide 、 四(三苯基膦)钯 、 potassium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 19.0h， 生成 3,3'-bis(1-phenyl-1H-1,2,3-triazol-4-yl)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl
  参考文献：
  名称：

  Synthesis of modified binol-phosphoramidites

  摘要：

  A number of chiral phosphoramidite ligands containing electronically different N-heterocycles at the 3,3'-positions of the binol scaffold were synthesized. The nucleophilicity of the pendant heterocycles correlated with the propensity of the P(III) centre to undergo aerobic oxidation to P(V). Due to an unexpected Staudinger-type reaction between the product phosphoramidites, the order in which the individual synthetic transformations were conducted was found to be important. The synthesis of a phosphoramidite ligand containing flanking groups at the 3,3'-positions of the binol scaffold in addition to a stereogenic phosphorus atom was also undertaken. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.020