tetraethyl 2-benzyl-3-p-hydroxyphenyl-isoxazolidine-5,5-diyl-bisphosphonate | 1316309-34-8

• 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-benzyl-3-p-hydroxyphenyl-isoxazolidine-5,5-diyl-bisphosphonate
• 英文别名: 4-[2-Benzyl-5,5-bis[diethoxy(oxido)phosphaniumyl]-1,2-oxazolidin-3-yl]phenol；4-[2-benzyl-5,5-bis[diethoxy(oxido)phosphaniumyl]-1,2-oxazolidin-3-yl]phenol
• CAS: 1316309-34-8
• 化学式: C₂₄H₃₅NO₈P₂
• 分子量: 527.491
• InChiKey: WOCFJGOPJUROBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tetraethyl 2-benzyl-3-p-hydroxyphenyl-isoxazolidine-5,5-diyl-bisphosphonate 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83%的产率得到2-benzyl-3-p-hydroxy-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 24.23h， 生成 tetraethyl 2-benzyl-3-p-hydroxyphenyl-isoxazolidine-5,5-diyl-bisphosphonate
  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

文献信息

• Efficient synthesis of isoxazolidine-substituted bisphosphonates by 1,3-dipolar cycloaddition reactions
  作者：O. Bortolini、I. Mulani、A. De Nino、L. Maiuolo、M. Nardi、B. Russo、S. Avnet

  DOI：10.1016/j.tet.2011.05.098

  日期：2011.8

  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.