(6-Hydroxy-hexylamino)-acetic acid tert-butyl ester | 289506-64-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (6-Hydroxy-hexylamino)-acetic acid tert-butyl ester
• 英文别名: Tert-butyl 2-(6-hydroxyhexylamino)acetate
• CAS: 289506-64-5
• 化学式: C₁₂H₂₅NO₃
• 分子量: 231.335
• InChiKey: SLSSTUHMKDBTAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (6-Hydroxy-hexylamino)-acetic acid tert-butyl ester 在 sodium acetate 、 pyridinium chlorochromate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 27.0h， 生成 [tert-Butoxycarbonyl-(6-oxo-hexyl)-amino]-acetic acid tert-butyl 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
• 作为产物：
  描述：

  6-氨基-1-己醇 、 溴乙酸叔丁酯 以 乙醚 为溶剂， 以84%的产率得到(6-Hydroxy-hexylamino)-acetic acid tert-butyl 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

文献信息

• Additions of Azomethine Ylides to Fullerene C₆₀ Assisted by a Removable Anchor
  作者：Tatiana Da Ros、Maurizio Prato、Vittorio Lucchini

  DOI：10.1021/jo000076d

  日期：2000.7.1

  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.