undec-10-en-1-yl 2-((tert-butyl(1-(diethoxyphosphoryl)-2,2-dimethylpropyl)amino)oxy)-2-methylpropanoate | 1393670-66-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: undec-10-en-1-yl 2-((tert-butyl(1-(diethoxyphosphoryl)-2,2-dimethylpropyl)amino)oxy)-2-methylpropanoate
• 英文别名: Undec-10-enyl 2-[tert-butyl-[1-[diethoxy(oxido)phosphaniumyl]-2,2-dimethylpropyl]amino]oxy-2-methylpropanoate；undec-10-enyl 2-[tert-butyl-[1-[diethoxy(oxido)phosphaniumyl]-2,2-dimethylpropyl]amino]oxy-2-methylpropanoate
• CAS: 1393670-66-0
• 化学式: C₂₈H₅₆NO₆P
• 分子量: 533.73
• InChiKey: QFZACMASKBHAAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  36
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  undec-10-en-1-yl 2-((tert-butyl(1-(diethoxyphosphoryl)-2,2-dimethylpropyl)amino)oxy)-2-methylpropanoate 以 叔丁醇 为溶剂， 反应 48.0h， 生成 undec-10-en-1-yl methacrylate 、 diethyl (1-(tert-butyl(((undec-10-en-1-yloxy)carbonyl)oxy)amino)-2,2-dimethylpropyl)phosphonate
  参考文献：
  名称：

  Direct functionalization of labile alkoxyamines

  摘要：

  Direct esterification of a labile alkoxyamine (RRNOR3)-R-1-N-2, which was previously reported as unsuccessful, is achieved by a Mitsunobu reaction or a nucleophilic substitution. Ester derivatives are obtained under smooth conditions and easily purified. Macrocyclization attempts on ester derivatives were successful for five-membered ring lactones and unsuccessful for 13-membered ring lactones. Moreover, the success of the cyclization was dramatically dependent on the quality of the solution degassing. Poor degassing led to unexpected carbonate alkoxyamine. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.049
• 作为产物：
  描述：

  10-十一烯-1-醇 、 N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以11%的产率得到undec-10-en-1-yl 2-((tert-butyl(1-(diethoxyphosphoryl)-2,2-dimethylpropyl)amino)oxy)-2-methylpropanoate
  参考文献：
  名称：

  Direct functionalization of labile alkoxyamines

  摘要：

  Direct esterification of a labile alkoxyamine (RRNOR3)-R-1-N-2, which was previously reported as unsuccessful, is achieved by a Mitsunobu reaction or a nucleophilic substitution. Ester derivatives are obtained under smooth conditions and easily purified. Macrocyclization attempts on ester derivatives were successful for five-membered ring lactones and unsuccessful for 13-membered ring lactones. Moreover, the success of the cyclization was dramatically dependent on the quality of the solution degassing. Poor degassing led to unexpected carbonate alkoxyamine. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.049