11-Benzoylamino-undecansaeure-methylester | 32039-16-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 11-Benzoylamino-undecansaeure-methylester
• CAS: 32039-16-0
• 化学式: C₁₉H₂₉NO₃
• 分子量: 319.444
• InChiKey: JOWYMIMWUBLDQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  11-Benzoylamino-undecansaeure-methylester 在 乙酸酐 、 溶剂黄146 、 sodium nitrite 作用下， 反应 6.25h， 生成
  参考文献：
  名称：

  Using N-Nitrosodichloroacetamides to Conveniently Convert Linear Primary Amines into Alcohols

  摘要：

  The reported rearrangement of N-nitrosodichloroacetamides provides a practicalmethod for converting primary amines into primary alcohols. The reaction sequence is operationally simple, requires only a single purification, and is compatible with a number of common functional groups. Mechanistic studies of the nitrosylation and rearrangement reactions illustrate the increased utility of dichloroacetamides compared to various other amides for this transformation.

  DOI：

  10.1080/00397911.2015.1061672
• 作为产物：
  描述：

  11-氨基十一烷酸盐酸盐 、 苯甲酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 氯磺酸 、 水 为溶剂， 反应 20.0h， 以69%的产率得到11-Benzoylamino-undecansaeure-methylester
  参考文献：
  名称：

  Using N-Nitrosodichloroacetamides to Conveniently Convert Linear Primary Amines into Alcohols

  摘要：

  The reported rearrangement of N-nitrosodichloroacetamides provides a practicalmethod for converting primary amines into primary alcohols. The reaction sequence is operationally simple, requires only a single purification, and is compatible with a number of common functional groups. Mechanistic studies of the nitrosylation and rearrangement reactions illustrate the increased utility of dichloroacetamides compared to various other amides for this transformation.

  DOI：

  10.1080/00397911.2015.1061672

文献信息

• Neuartige massenspektrometrische Zerfallsreaktionen bei ?,?-disubstituierten Alkanen. 15. Mitteilung �ber das massenspektrometrische verhalten von stickstoffverbindungen [1]
  作者：H. J. Veith、A. Guggisberg、M. Hesse

  DOI：10.1002/hlca.19710540224

  日期：——

  The mass spectral behaviour of α,ω-disubstituted alkanes and, especially, that of different N-substituted α,ω-diaminoalkanes has been investigated. It was found that the two amino groups which are separated by CH2-groups can fragment only to a small extent indepently from each other. Yet those fragmentation reactions are predominant in which both functional groups participate. The main reactions of

  研究了α，ω-二取代烷烃的质谱行为，尤其是不同的N-取代的α，ω-二氨基烷烃的质谱行为。发现被CH 2-基团隔开的两个氨基只能在很小的程度上彼此独立地断裂。然而，这些断裂反应主要是两个官能团都参与其中。这种类型的主要反应是：
• Using <i>N</i>-Nitrosodichloroacetamides to Conveniently Convert Linear Primary Amines into Alcohols
  作者：Nicholas S. MacArthur、Linshu Wang、Blaine G. McCarthy、Charles E. Jakobsche

  DOI：10.1080/00397911.2015.1061672

  日期：2015.9.2

  The reported rearrangement of N-nitrosodichloroacetamides provides a practicalmethod for converting primary amines into primary alcohols. The reaction sequence is operationally simple, requires only a single purification, and is compatible with a number of common functional groups. Mechanistic studies of the nitrosylation and rearrangement reactions illustrate the increased utility of dichloroacetamides compared to various other amides for this transformation.