2-(but-3-yn-1-yloxy)-1,3,2-dioxaphospholane 2-oxide | 1333071-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧磷杂环戊烷
• 英文名称: 2-(but-3-yn-1-yloxy)-1,3,2-dioxaphospholane 2-oxide
• 英文别名: 2-but-3-ynyloxy-2-oxo-1,3,2-dioxaphospholane；2-(But-3-yn-1-yloxy)-2-oxo-1,3,2-dioxaphospholane；2-but-3-ynoxy-1,3,2λ5-dioxaphospholane 2-oxide
• CAS: 1333071-56-9
• 化学式: C₆H₉O₄P
• 分子量: 176.109
• InChiKey: NNCOTENANFCLQG-UHFFFAOYSA-N

物化性质

• 沸点：
  236.3±19.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(but-3-yn-1-yloxy)-1,3,2-dioxaphospholane 2-oxide 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 三[(1-苄基-1H-1,2,3-三唑-4-基)甲基]胺 作用下， 以 四氢呋喃 、 重水 、 乙腈 、 叔丁醇 为溶剂， 反应 50.0h， 生成 2-(1-octyl-1H-1,2,3-triazol-4-yl)ethyl (2-(trimethylammonio)ethyl) phosphate
  参考文献：
  名称：

  Controlling the Kinetics of Self-Reproducing Micelles by Catalyst Compartmentalization in a Biphasic System

  摘要：

  Compartmentalization of reactions is ubiquitous in biochemistry. Self-reproducing lipids are widely studied as chemical models of compartmentalized biological systems. Here, we explore the effect of catalyst location on copper-catalyzed azide-alkyne cycloadditions which drive the self-reproduction of micelles from phase-separated components. Tuning the hydrophilicity of the copper-ligand complex, so that hydro-phobic or -philic catalysts are used in combination with hydro-philic and -phobic coupling partners, provides a wide range of reactivity patterns. Analysis of the kinetic data shows that reactions with a hydrophobic catalyst are faster than with a hydrophilic catalyst. Diffusion-ordered spectroscopy experiments suggest compartmentalization of the hydrophobic catalyst inside micelles while the hydrophilic catalyst remains in the bulk aqueous phase. The autocatalytic effects observed can be tuned by varying reactant structure and coupling a hydrophilic alkyne and hydrophobic azide results in a more pronounced autocatalytic effect. We propose and test a model that rationalizes the observations in terms of the phase behavior of the reaction components and catalysts.

  DOI：

  10.1021/acs.joc.8b03149
• 作为产物：
  描述：

  2-氯-2-氧-1,3,2-二氧磷杂环戊烷 、 3-丁炔-1-醇 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2-(but-3-yn-1-yloxy)-1,3,2-dioxaphospholane 2-oxide
  参考文献：
  名称：

  Redox-sensitive dimeric paclitaxel choline phosphate nanoliposomes for improved anticancer efficacy

  摘要：

  PTX 二硫化 CP 共轭脂质体（PTX-SS-CPs）制剂及其对 GSH 反应性肿瘤治疗的机制示意图。

  DOI：

  10.1039/d3nj02921b

文献信息

• 阻燃添加剂及其制备方法和应用
  申请人：恒大新能源科技集团有限公司

  公开号：CN110590848A

  公开（公告）日：2019-12-20

  本发明公开了一种阻燃添加剂及其制备方法和应用。本发明针对现有技术中含磷阻燃剂存在的诸多性能上的缺点以及制造和使用成本高的问题，提供了一种新型的含磷阻燃剂，该阻燃剂作为非水电解液二次电池电解液中的阻燃添加剂进行使用，同时提供了上述阻燃剂的制备方法。本发明中制备出的含磷阻燃剂不仅能有效提升电池安全性，而且具有特定的正负极成膜功能，可显著提升二次电池高低温、循环和存储等综合性能。本发明中所提供的阻燃剂制备方法具有原料成本低、制备工艺步骤简单、操作安全、产物纯度高、环境污染小的优势。
• 胆碱磷酸单体及其聚合物以及应用
  申请人：中国科学院长春应用化学研究所

  公开号：CN113336795A

  公开（公告）日：2021-09-03

  本发明提供了一种胆碱磷酸单体及其聚合物以及应用，具体提供了一种胆碱磷酸单体，具有式Ⅰ所示结构。本发明提供的胆碱磷酸单体及聚合物用于生物医用材料领域，可以显著提高材料的稳定性、生物相容性、抗污性、长效抑菌性，并且提高了药物分子的利用率，在多个领域拥有广泛的应用前景。
• Choline phosphate lipid insertion and rigidification of cell membranes for targeted cancer chemo-immunotherapy
  作者：Shengran Li、Weikang Mei、Xiaozhen Wang、Sangni Jiang、Xinxin Yan、Sanrong Liu、Xifei Yu

  DOI：10.1039/d0cc08011j

  日期：——

  Choline phosphate lipid (CP-Lip) targeted insertion into cancer cell membranes is carried out to reduce membrane fluidity greatly, thus weakening the metabolism, reproduction, and migration of cancer cells.

  胆碱磷脂（CP-Lip）靶向插入癌细胞膜中，大大降低膜流动性，从而削弱癌细胞的新陈代谢、繁殖和迁移能力。
• 一种刺激响应型胆碱磷酸脂质分子及其制法和应用
  申请人：东南大学

  公开号：CN116874523A

  公开（公告）日：2023-10-13

  本发明公开了一种刺激响应型胆碱磷酸脂质分子，还公开了上述刺激响应型胆碱磷酸脂质分子的制备方法及其用于制备载药脂质体复合物方面的应用。本发明脂质体，L左侧为疏水链部分、右侧为胆碱磷酸结构，二者以特定的L基团连接，形成特定结构的脂质分子，在A1和A2疏水双链处引入硫醚、缩硫酮或二硫键刺激响应基团，在疏水双链中含有刺激响应基团通过引起脂质体疏水性(疏水性变成亲水性)的改变，从而快速地释放出所包载物；胆碱磷酸的R基团可被选择性修饰，从而能够得到不同种类、不同功能的脂质体；本发明脂质体具有刺激响应性和肿瘤靶向性，制备的载药脂质体复合物表现出对肿瘤生长的显著抑制作用，从而在肿瘤治疗方面具有广阔的应用前景。
• Rapid and Versatile Construction of Diverse and Functional Nanostructures Derived from a Polyphosphoester-Based Biomimetic Block Copolymer System
  作者：Shiyi Zhang、Jiong Zou、Fuwu Zhang、Mahmoud Elsabahy、Simcha E. Felder、Jiahua Zhu、Darrin J. Pochan、Karen L. Wooley

  DOI：10.1021/ja309037m

  日期：2012.11.7

  A rapid and efficient approach for the preparation and modification of a versatile class of functional polymer nanoparticles has been developed, for which the entire engineering process from small molecules to polymers to nanoparticles bypasses typical slow and inefficient procedures and rather employs a series of steps that capture fully the "click" chemistry concepts that have greatly facilitated the preparation of complex polymer materials over the past decade. The construction of various nanoparticles with functional complexity from a versatile platform is a challenging aim to provide materials for fundamental studies and also optimization toward a diverse range of applications. In this paper, we demonstrate the rapid and facile preparation of a family of nanoparticles with different surface charges and functionalities based on a biodegradable polyphosphoester block copolymer system. From a retrosynthetic point of view, the nonionic, anionic, cationic, and zwitterionic micelles with hydrodynamic diameters between 13 and 21 nm and great size uniformity were quickly formed by suspending, independently, four amphiphilic diblock polyphosphoesters into water, which were functionalized from the same parental hydrophobic functional AB diblock polyphosphoester by click type thiol-yne reactions The well-defined (PDI < 1.2) hydrophobic functional AB diblock polyphosphoester was synthesized by an ultrafast (<5 min) organocatalyzed ring opening polymerization in a two-step, one pot manner with the quantitative conversions of two kinds of cyclic phospholane monomers. The whole programmable process starting from small molecules to nanoparticles could be completed within 6 h, as the most rapid approach for the anionic and nonionic nanoparticles, although the cationic and zwitterionic nanoparticles required ca. 2 days due to purification by dialysis. The micelles showed high biocompatibility, with even the cationic micelles exhibiting a 6-fold lower cytotoxicity toward RAW 264.7 mouse macrophage cells, as compared to the commercial transfection agent Lipofectamine.