ethyl 4-(2,2,6,6-tetramethylpiperidin-1-yl)oxytridec-2-enoate

• 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: ethyl 4-(2,2,6,6-tetramethylpiperidin-1-yl)oxytridec-2-enoate
• 化学式: C₂₄H₄₅NO₃
• 分子量: 395.626
• InChiKey: GEZAJXKRIWVOJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.59
• 重原子数：
  28.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2,2,6,6-tetramethylpiperidin-1-yl)oxytridec-2-enoate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以89%的产率得到ethyl 4-oxotridec-2-enoate
  参考文献：
  名称：

  Reactivity of TEMPO anion as a nucleophile and its applications for selective transformations of haloalkanes or acyl halides to aldehydes

  摘要：

  Sodium 2,2,6,6-tetramethylpiperidine-N-oxide (TEMPO-Na+), generated by reduction of TEMPO. with sodium naphthalenide in THF, reacted with alkyl halides or acyl halides to produce O-alkylated or acylated TEMPOs, which were in turn oxidized with mCPBA or reduced with DIBAL-H to afford the corresponding aldehydes, thus accomplishing a new protocol for the halides-carbonyls conversion. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.067
• 作为产物：
  描述：

  二异丙基(乙氧基羰甲基)磷酸酯 、 2-(2,2,6,6-Tetramethylpiperidin-1-yl)oxyundecanal 在 sodium hydride 作用下， 以97%的产率得到ethyl 4-(2,2,6,6-tetramethylpiperidin-1-yl)oxytridec-2-enoate
  参考文献：
  名称：

  Reactivity of TEMPO anion as a nucleophile and its applications for selective transformations of haloalkanes or acyl halides to aldehydes

  摘要：

  Sodium 2,2,6,6-tetramethylpiperidine-N-oxide (TEMPO-Na+), generated by reduction of TEMPO. with sodium naphthalenide in THF, reacted with alkyl halides or acyl halides to produce O-alkylated or acylated TEMPOs, which were in turn oxidized with mCPBA or reduced with DIBAL-H to afford the corresponding aldehydes, thus accomplishing a new protocol for the halides-carbonyls conversion. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.067