tetraethyl 2-methyl-3-phenyl-isoxazolidine-5,5-diyl-bis-phosphonate | 1316309-29-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: tetraethyl 2-methyl-3-phenyl-isoxazolidine-5,5-diyl-bis-phosphonate
• 英文别名: 5,5-Bis[diethoxy(oxido)phosphaniumyl]-2-methyl-3-phenyl-1,2-oxazolidine；5,5-bis[diethoxy(oxido)phosphaniumyl]-2-methyl-3-phenyl-1,2-oxazolidine
• CAS: 1316309-29-1
• 化学式: C₁₈H₃₁NO₇P₂
• 分子量: 435.394
• InChiKey: GXALAFCAZXSSGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  95.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tetraethyl 2-methyl-3-phenyl-isoxazolidine-5,5-diyl-bis-phosphonate 在 三甲基溴硅烷 、 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 73.0h， 以89%的产率得到2-methyl-3-phenyl-isoxazolidine-5,5-diyl-bisphosphonic acid
  参考文献：
  名称：

  Efficient synthesis of isoxazolidine-substituted bisphosphonates by 1,3-dipolar cycloaddition reactions

  摘要：

  Several bisphosphonates bearing a substituted isoxazolidine ring have been synthesized in good yield by direct 1,3-dipolar cyclization reaction, under microwaves catalysis, in the absence of solvent. The method allows the simultaneous incorporation, on the geminal position of the bisphosphonate framework, of a basic nitrogen and of an oxygen atom, as third hook. Hydrophobicity-hydrophilicity of BPs is discussed with the help of distribution coefficients. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.098
• 作为产物：
  描述：

  tetraethyl (2-methoxyethane-1,1-diyl)bis(phosphonate) 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 24.17h， 生成 tetraethyl 2-methyl-3-phenyl-isoxazolidine-5,5-diyl-bis-phosphonate
  参考文献：
  名称：

  Efficient synthesis of isoxazolidine-substituted bisphosphonates by 1,3-dipolar cycloaddition reactions

  摘要：

  Several bisphosphonates bearing a substituted isoxazolidine ring have been synthesized in good yield by direct 1,3-dipolar cyclization reaction, under microwaves catalysis, in the absence of solvent. The method allows the simultaneous incorporation, on the geminal position of the bisphosphonate framework, of a basic nitrogen and of an oxygen atom, as third hook. Hydrophobicity-hydrophilicity of BPs is discussed with the help of distribution coefficients. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.098