sodium 2,3-dihydro-1H-inden-2-yl[hydroxy(fur-2-yl)methyl]phosphinate | 1011402-18-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: sodium 2,3-dihydro-1H-inden-2-yl[hydroxy(fur-2-yl)methyl]phosphinate
• 英文别名: sodium;2,3-dihydro-1H-inden-2-yl-[furan-2-yl(hydroxy)methyl]phosphinate
• CAS: 1011402-18-8
• 化学式: C₁₄H₁₄O₄P*Na
• 分子量: 300.226
• InChiKey: HPUONTULZPXDBO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.92
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  73.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  bis(trimethylsilyl) (indan-2-yl)phosphonite 在 sodium methylate 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 生成 sodium 2,3-dihydro-1H-inden-2-yl[hydroxy(fur-2-yl)methyl]phosphinate
  参考文献：
  名称：

  具有茚满部分的新型官能化羟基和氨基甲基次膦酸盐的合成

  摘要：

  AbstractThe convenient synthesis of new functionalized organophosphorus acids and their derivatives containing indan moieties was developed. The regioselective radical addition of bis(trimethylsiloxy)phosphine to indene proceeds to give rise to 2‐indanylphosphonite as key compound for preparation of above acids with bicyclic substituents. Azobis(isobutyronitrile) (AIBN) in the conditions of its thermolysis was used as effective initiator of the addition reaction. The further treatment of organophosphorus acids trimethylsilyl esters with the methanolic sodium methoxide solution resulted in the water‐soluble sodium salts of the corresponding acids.

  DOI：

  10.1002/hc.21419

文献信息

• Synthesis of functionalized 1-trimethylsiloxy-substitutedO-trimethylsilyl alkylphosphonites and their derivatives
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.20430

  日期：2008.5

  Nucleophilic addition of trimethylsilyl esters of tricoordinate organophosphorus acids to various functionalized aldehydes with vinyl, aryl, and heterocyclic fragments is proposed as a convenient method for the synthesis of new 1-trimethylsiloxysubstituted alkylphosphonites and their derivatives at mild conditions. Also the new functionalized derivatives of these phosphonites, including amino groups

  建议将三配位有机磷酸的三甲基甲硅烷基酯亲核加成到具有乙烯基、芳基和杂环片段的各种官能化醛上，作为在温和条件下合成新的 1-三甲基甲硅烷氧基取代的烷基亚膦酸酯及其衍生物的便捷方法。还介绍了这些亚膦酸酯的新功能化衍生物，包括氨基以及这些化合物作为新功能化 1-羟基烷基有机磷酸的重要前体的某些性质。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:352–359, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20430
• Synthesis of new functionalized hydroxy- and aminomethylphosphinates with indan moieties
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.21419

  日期：2018.3

  AbstractThe convenient synthesis of new functionalized organophosphorus acids and their derivatives containing indan moieties was developed. The regioselective radical addition of bis(trimethylsiloxy)phosphine to indene proceeds to give rise to 2‐indanylphosphonite as key compound for preparation of above acids with bicyclic substituents. Azobis(isobutyronitrile) (AIBN) in the conditions of its thermolysis was used as effective initiator of the addition reaction. The further treatment of organophosphorus acids trimethylsilyl esters with the methanolic sodium methoxide solution resulted in the water‐soluble sodium salts of the corresponding acids.