glycine N-[(1,1-dimethylethoxy)carbonyl]-N-(5-[5,6]fullereno-C60-I_h-[1,9-d]isoxazol-3'-ylpentyl)-1,1-dimethylethyl ester | 289506-77-0

• 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: glycine N-[(1,1-dimethylethoxy)carbonyl]-N-(5-[5,6]fullereno-C60-I_h-[1,9-d]isoxazol-3'-ylpentyl)-1,1-dimethylethyl ester
• CAS: 289506-77-0
• 化学式: C₇₇H₃₀N₂O₅
• 分子量: 1063.1
• InChiKey: LAZXFAGNUHWWES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.1
• 重原子数：
  84
• 可旋转键数：
  12
• 环数：
  33.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  77.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 glycine N-[(1,1-dimethylethoxy)carbonyl]-N-(5-[5,6]fullereno-C60-I_h-[1,9-d]isoxazol-3'-ylpentyl)-1,1-dimethylethyl ester 以 二氯甲烷 为溶剂， 反应 18.0h， 以99%的产率得到N-(5-[5,6]fullereno-C60-I_h-[1,9-d]isoxazol-3'-ylpentyl)glycine trifluoroacetic salt
  参考文献：
  名称：

  Additions of Azomethine Ylides to Fullerene C₆₀ Assisted by a Removable Anchor

  摘要：

  The addition of nitrile oxides to [60]fullerene, leading to isoxazolinofullerenes, can be reversed using reducing agents such as Mo(CO)(6) or DIBALH. Thus, this reaction can be used, in principle, for protection/deprotection of [60]fullerene or for solubilization purposes. The tether-controlled tandem addition of nitrile oxides and azomethine ylides provides mainly cis-1 patterns. The determination of the structure of bisadducts was obtained by NMR spectroscopy with the help of HMQC, HMBC, and NOEDS techniques. The isoxazoline moiety could be removed using Mo(CO)(6) leaving a fulleropyrrolidine derivative.

  DOI：

  10.1021/jo000076d
• 作为产物：
  描述：

  、 足球烯 在 碳酸氢钠 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以74%的产率得到glycine N-[(1,1-dimethylethoxy)carbonyl]-N-(5-[5,6]fullereno-C60-I_h-[1,9-d]isoxazol-3'-ylpentyl)-1,1-dimethylethyl ester
  参考文献：
  名称：

  Additions of Azomethine Ylides to Fullerene C₆₀ Assisted by a Removable Anchor

  摘要：

  The addition of nitrile oxides to [60]fullerene, leading to isoxazolinofullerenes, can be reversed using reducing agents such as Mo(CO)(6) or DIBALH. Thus, this reaction can be used, in principle, for protection/deprotection of [60]fullerene or for solubilization purposes. The tether-controlled tandem addition of nitrile oxides and azomethine ylides provides mainly cis-1 patterns. The determination of the structure of bisadducts was obtained by NMR spectroscopy with the help of HMQC, HMBC, and NOEDS techniques. The isoxazoline moiety could be removed using Mo(CO)(6) leaving a fulleropyrrolidine derivative.

  DOI：

  10.1021/jo000076d