N,N,N',N'-tetra(prop-2-ynyloxycarbonylethyl)-1,2-diaminoethane | 912756-18-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N,N',N'-tetra(prop-2-ynyloxycarbonylethyl)-1,2-diaminoethane
• 英文别名: Prop-2-ynyl 3-[2-[bis(3-oxo-3-prop-2-ynoxypropyl)amino]ethyl-(3-oxo-3-prop-2-ynoxypropyl)amino]propanoate；prop-2-ynyl 3-[2-[bis(3-oxo-3-prop-2-ynoxypropyl)amino]ethyl-(3-oxo-3-prop-2-ynoxypropyl)amino]propanoate
• CAS: 912756-18-4
• 化学式: C₂₆H₃₂N₂O₈
• 分子量: 500.549
• InChiKey: ZSXIZFAMNYYAON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  36
• 可旋转键数：
  23
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Methyl 3-[2-[3-[2-[3-[3-azidopropyl-[3-[2-[bis[3-[2-[bis(3-methoxy-3-oxopropyl)amino]ethylamino]-3-oxopropyl]amino]ethylamino]-3-oxopropyl]amino]propanoylamino]ethyl-[3-[2-[bis(3-methoxy-3-oxopropyl)amino]ethylamino]-3-oxopropyl]amino]propanoylamino]ethyl-(3-methoxy-3-oxopropyl)amino]propanoate 、 N,N,N',N'-tetra(prop-2-ynyloxycarbonylethyl)-1,2-diaminoethane 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 38.0h， 以90%的产率得到3-[3-[4-[3-[2-[bis[3-[[1-[3-[bis[3-[2-[bis(3-methoxy-3-oxopropyl)amino]ethylimino]-3-hydroxypropyl]amino]propyl]triazol-4-yl]methoxy]-3-oxopropyl]amino]ethyl-[3-[[1-[3-[bis[3-[2-[bis(3-methoxy-3-oxopropyl)amino]ethylimino]-3-hydroxypropyl]amino]propyl]triazol-4-yl]methoxy]-3-oxopropyl]amino]propanoyloxymethyl]triazol-1-yl]propyl-[3-[2-[bis(3-methoxy-3-oxopropyl)amino]ethylimino]-3-hydroxypropyl]amino]-N-[2-[bis(3-methoxy-3-oxopropyl)amino]ethyl]propanimidic acid
  参考文献：
  名称：

  Convergent synthesis of PAMAM dendrimers using click chemistry of azide-functionalized PAMAM dendrons

  摘要：

  Azide-functionalized PAMAM dendrons containing an azidopropylamine focal point were synthesized by the divergent method and applied for the construction of symmetric PAMAM-like dendrimers containing 1,2,3-triazole rings as connectors via stitching with two different multi-terminal alkynes. The stitching method was based on the click chemistry protocol, i.e., the copper-catalyzed cycloaddition reaction between an alkyne and an azide. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.030
• 作为产物：
  描述：

  丙烯酸丙炔酯 、 乙二胺 以 乙腈 为溶剂， 以95%的产率得到N,N,N',N'-tetra(prop-2-ynyloxycarbonylethyl)-1,2-diaminoethane
  参考文献：
  名称：

  Convergent synthesis of PAMAM dendrimers using click chemistry of azide-functionalized PAMAM dendrons

  摘要：

  Azide-functionalized PAMAM dendrons containing an azidopropylamine focal point were synthesized by the divergent method and applied for the construction of symmetric PAMAM-like dendrimers containing 1,2,3-triazole rings as connectors via stitching with two different multi-terminal alkynes. The stitching method was based on the click chemistry protocol, i.e., the copper-catalyzed cycloaddition reaction between an alkyne and an azide. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.030

文献信息

• Convergent synthesis of PAMAM dendrimers using click chemistry of azide-functionalized PAMAM dendrons
  作者：Jae Wook Lee、Jung Hwan Kim、Byung-Ku Kim、Ji Hyeon Kim、Won Suk Shin、Sung-Ho Jin

  DOI：10.1016/j.tet.2006.07.030

  日期：2006.9

  Azide-functionalized PAMAM dendrons containing an azidopropylamine focal point were synthesized by the divergent method and applied for the construction of symmetric PAMAM-like dendrimers containing 1,2,3-triazole rings as connectors via stitching with two different multi-terminal alkynes. The stitching method was based on the click chemistry protocol, i.e., the copper-catalyzed cycloaddition reaction between an alkyne and an azide. (c) 2006 Elsevier Ltd. All rights reserved.