6,9,12,15,18-penta[4-(hept-6-ynylsulfanyl)phenyl]-1,6,9,12,15,18-hexahydro(C60)[5,6]fullerene | 959417-35-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 6,9,12,15,18-penta[4-(hept-6-ynylsulfanyl)phenyl]-1,6,9,12,15,18-hexahydro(C60)[5,6]fullerene
• CAS: 959417-35-7
• 化学式: C₁₂₅H₇₆S₅
• 分子量: 1738.31
• InChiKey: KSOOHSDEFFYJSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  32.58
• 重原子数：
  130.0
• 可旋转键数：
  35.0
• 环数：
  37.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6,9,12,15,18-penta[4-(hept-6-ynylsulfanyl)phenyl]-1,6,9,12,15,18-hexahydro(C60)[5,6]fullerene 、 4-叠氮丁酸 在 copper(I) bromide dimethylsulfide complex 、 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以98%的产率得到6,9,12,15,18-penta(4-{5-[1-(3-carboxypropyl)-1,2,3-triazolyl]pentylsulfanyl}phenyl)-1,6,9,12,15,18-hexahydro(C60)[5,6]fullerene
  参考文献：
  名称：

  Synthesis of Fullerene Glycoconjugates via a Copper-Catalyzed Huisgen Cycloaddition Reaction

  摘要：

  The synthesis of fullerene-carbohydrate conjugates using a copper-catalyzed [3 + 2] cycloaddition reaction to facilitate the union of an azido-functionalized sugar and a pentaalkynyl[60]fullerene is straightforward, Thus, fullerenes bearing five oligosaccharides such as Gb3-trisaccharide can be readily accessed. Nanometer-scale molecular architectures presenting as many as 15 sugar moieties in C-5-symmetry are readily produced. The cycloaddition reaction proceeds quantitatively under mild conditions without the need to protect the sugar hydroxyl groups.

  DOI：

  10.1021/ol702128z
• 作为产物：
  描述：

  7-溴-1-庚炔 、 6,9,12,15,18-penta(4-thiophenyl)-1,6,9,12,15,18-hexahydro(C60-Ih)[5,6]fullerene 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以73%的产率得到6,9,12,15,18-penta[4-(hept-6-ynylsulfanyl)phenyl]-1,6,9,12,15,18-hexahydro(C60)[5,6]fullerene
  参考文献：
  名称：

  Synthesis of Fullerene Glycoconjugates via a Copper-Catalyzed Huisgen Cycloaddition Reaction

  摘要：

  The synthesis of fullerene-carbohydrate conjugates using a copper-catalyzed [3 + 2] cycloaddition reaction to facilitate the union of an azido-functionalized sugar and a pentaalkynyl[60]fullerene is straightforward, Thus, fullerenes bearing five oligosaccharides such as Gb3-trisaccharide can be readily accessed. Nanometer-scale molecular architectures presenting as many as 15 sugar moieties in C-5-symmetry are readily produced. The cycloaddition reaction proceeds quantitatively under mild conditions without the need to protect the sugar hydroxyl groups.

  DOI：

  10.1021/ol702128z