diethyl (1-((((allyloxy)carbonyl)oxy)(tert-butyl)amino)-2,2-dimethylpropyl)phosphonate | 1393670-71-7

• 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: diethyl (1-((((allyloxy)carbonyl)oxy)(tert-butyl)amino)-2,2-dimethylpropyl)phosphonate
• 英文别名: [Tert-butyl-[1-[diethoxy(oxido)phosphaniumyl]-2,2-dimethylpropyl]amino] prop-2-enyl carbonate；[tert-butyl-[1-[diethoxy(oxido)phosphaniumyl]-2,2-dimethylpropyl]amino] prop-2-enyl carbonate
• CAS: 1393670-71-7
• 化学式: C₁₇H₃₄NO₆P
• 分子量: 379.434
• InChiKey: YMOSXOQRZNFPSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxyprop-2-yl)hydroxylamide 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 叔丁醇 、 苯 为溶剂， 反应 72.0h， 生成 diethyl (1-((((allyloxy)carbonyl)oxy)(tert-butyl)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

文献信息

• Direct functionalization of labile alkoxyamines
  作者：Paul Brémond、Kuanysh Kabytaev、Sylvain R.A. Marque

  DOI：10.1016/j.tetlet.2012.06.049

  日期：2012.8

  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.