[2-(2,5-Dimethyl-3-phenyl-isoxazolidin-4-yl)-2-oxo-ethyl]-phosphonic acid diethyl ester | 146256-77-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-(2,5-Dimethyl-3-phenyl-isoxazolidin-4-yl)-2-oxo-ethyl]-phosphonic acid diethyl ester
• CAS: 146256-77-1
• 化学式: C₁₇H₂₆NO₅P
• 分子量: 355.371
• InChiKey: LBKJYRQNNACIAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N-甲基-C-苯基硝酮 、 diethyl (E)-2-oxo-3-pentenylphosphonate 以 甲苯 为溶剂， 反应 21.0h， 生成 [2-(2,5-Dimethyl-3-phenyl-isoxazolidin-4-yl)-2-oxo-ethyl]-phosphonic acid diethyl ester
  参考文献：
  名称：

  Lewis acid-catalyzed nitrone cycloadditions to bidentate and tridentate α,β-unsaturated ketones. High rate acceleration, absolutely endo-selective and regioselective reactions

  摘要：

  Alpha,beta-unsaturated ketone dipolarophiles having bidentate or tridentate ligand structures, such as (E)-1-benzyloxy- and (E)-1-(2-phenylthioethoxy)-3-penten-2-one, are activated by a Lewis acid catalyst in 1,3-dipolar cycloadditions of nitrones. Dichlorodiisopropoxytitanium and chlorotriisopropoxytitanium are especially effective. Lewis acid-mediated enhancement of stereo- and regioselectivity have been attained for the first time in intermolecular nitrone cycloadditions. Formation of dipolarophile/Lewis acid complexes is responsible for the remarkable Lewis acid catalysis.

  DOI：

  10.1016/s0040-4039(00)74770-8