2-((2-methoxyethyl)amino)-1,3,2-dioxaphospholane 2-oxide | 1444025-23-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 2-((2-methoxyethyl)amino)-1,3,2-dioxaphospholane 2-oxide
• 英文别名: N-methoxyethyl phospholane amidate；N-(2-methoxyethyl)-2-oxido-1,3,2-dioxaphospholan-2-ium-2-amine
• CAS: 1444025-23-3
• 化学式: C₅H₁₂NO₄P
• 分子量: 181.128
• InChiKey: GMCIVOXBGYQNQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氯-2-氧-1,3,2-二氧磷杂环戊烷 、 2-甲氧基乙胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以63%的产率得到2-((2-methoxyethyl)amino)-1,3,2-dioxaphospholane 2-oxide
  参考文献：
  名称：

  A Simple and Efficient Synthesis of an Acid-Labile Polyphosphoramidate by Organobase-Catalyzed Ring-Opening Polymerization and Transformation to Polyphosphoester Ionomers by Acid Treatment

  摘要：

  The direct synthesis of an acid-labile polyphosphoramidate by organobase-catalyzed ring-opening polymerization and an overall two-step preparation of polyphosphodiester ionomers (PPEI): by acid-assisted cleavage of the phosphoramidate bonds along the backbone of the polyphosphoramidate were developed in this study. The ultrafast organobase-catalyzed ring-opening polymerization of a cyclic phospholine methoxyethyl amidate monomer initiated by benzyl alcohol. allowed for the preparation of well-defined; polyphosphoramidates (PPA)., with predictable Molecular weights, narrow molecular weight distributions (PDI < 1.10), and well-defined chain ends. Cleavage of the acid-labile phosphoramidate bonds on the polyphosphoramidate repeat units was evaluated under acidic conditions. over :a pH range of 1-5, and the complete hydrolysis produced polyphosphodiesters. The thermal. properties of the resulting polyphosphoester ionomer add and polyphosphoester ionomer sodium salt exhibited Significant thermal stability. The parent PPA and both forms of the PPEIs showed low cytotoxicities toward HeLa cells and RAW 264.7 mouse macrophage : cells. The synthetic methodology developed here. has enriched the family of water-soluble polymers prepared by rapid and convenient organobase-catalyzed ring-opening polymerizations and straightforward chemical medication reactions, which are designed to be hydrolytically degradable and have. promise for numerous biomedical and other applications.

  DOI：

  10.1021/ma400675m