bis(prop-2-ynyl) (2S)-2-[[3,5-bis[[(2S)-1,4-dioxo-1,4-bis(prop-2-ynoxy)butan-2-yl]carbamoyl]benzoyl]amino]butanedioate | 1158819-39-6

• 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: bis(prop-2-ynyl) (2S)-2-[[3,5-bis[[(2S)-1,4-dioxo-1,4-bis(prop-2-ynoxy)butan-2-yl]carbamoyl]benzoyl]amino]butanedioate
• CAS: 1158819-39-6
• 化学式: C₃₉H₃₃N₃O₁₅
• 分子量: 783.702
• InChiKey: UQWLDQBQQBHBFU-DTXPUJKBSA-N

物化性质

• 熔点：
  150-151 °C
• 沸点：
  963.9±65.0 °C(predicted)
• 密度：
  1.349±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  57
• 可旋转键数：
  27
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  245
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  bis(prop-2-ynyl) (2S)-2-[[3,5-bis[[(2S)-1,4-dioxo-1,4-bis(prop-2-ynoxy)butan-2-yl]carbamoyl]benzoyl]amino]butanedioate 、 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate 在 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 以80%的产率得到C₁₂₃H₁₄₇N₂₁O₆₉
  参考文献：
  名称：

  Designer peptide dendrimers using click reaction

  摘要：

  We designed and synthesized various peptide dendrimers using a 1,3-dipolar cycloaddition (Click) reaction. The dendritic structures reported here include symmetrical, asymmetrical, and cationic dendrimers with triazole, cystine, aromatic, aliphatic, and Lys-Asp dipeptide cores. The high chemoselectivity of the click reaction allowed us to synthesize good yields of high-purity protected and unprotected dendritic structures. Triazole is an excellent peptide bond mimic, which remains hydrolytically stable. Dendrimer 15a and the core unit 21 gelate in a mixture of organic solvents. We also demonstrated the versatility of the design by synthesizing various carbohydrate-based dendrimers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.023
• 作为产物：
  描述：

  bis(prop-2-ynyl) (2S)-2-aminobutanedioate 、 1,3,5-苯三甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.5h， 以71%的产率得到bis(prop-2-ynyl) (2S)-2-[[3,5-bis[[(2S)-1,4-dioxo-1,4-bis(prop-2-ynoxy)butan-2-yl]carbamoyl]benzoyl]amino]butanedioate
  参考文献：
  名称：

  具有芳香核的多层树枝状聚合物

  摘要：

  我们报告了各种包含芳香核和杂环和肽单元的多层设计树突分子。选择 5-(叠氮甲基)苯-1,3-二羰基单元作为支架，因为该单元允许引入两个相同的单元和一个反应端，从而生成适合树枝状聚合物合成的树枝状结构。具有多层结构的树枝状聚合物的设计和合成将有助于生成具有各种功能的树枝状结构。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009）

  DOI：

  10.1002/ejoc.200801150

文献信息

• Designer peptide dendrimers using click reaction
  作者：V. Haridas、Yogesh K. Sharma、Srikanta Sahu、Ram P. Verma、Sandhya Sadanandan、Bharat G. Kacheshwar

  DOI：10.1016/j.tet.2011.01.023

  日期：2011.3

  We designed and synthesized various peptide dendrimers using a 1,3-dipolar cycloaddition (Click) reaction. The dendritic structures reported here include symmetrical, asymmetrical, and cationic dendrimers with triazole, cystine, aromatic, aliphatic, and Lys-Asp dipeptide cores. The high chemoselectivity of the click reaction allowed us to synthesize good yields of high-purity protected and unprotected dendritic structures. Triazole is an excellent peptide bond mimic, which remains hydrolytically stable. Dendrimer 15a and the core unit 21 gelate in a mixture of organic solvents. We also demonstrated the versatility of the design by synthesizing various carbohydrate-based dendrimers. (C) 2011 Elsevier Ltd. All rights reserved.
• Multi-Tier Dendrimers with an Aromatic Core
  作者：V. Haridas、Yogesh K. Sharma、Sarala Naik

  DOI：10.1002/ejoc.200801150

  日期：2009.4

  report various multi-tier designer dendritic molecules that incorporate an aromatic core and heterocyclic and peptide units. The 5-(azidomethyl)benzene-1,3-dicarbonyl unit was chosen as the scaffold as this unit allows two identical units and a reactive end to be incorporated, thus generating a dendron suitable for dendrimer synthesis. The design and synthesis of dendrimers with multi-tier architectures

  我们报告了各种包含芳香核和杂环和肽单元的多层设计树突分子。选择 5-(叠氮甲基)苯-1,3-二羰基单元作为支架，因为该单元允许引入两个相同的单元和一个反应端，从而生成适合树枝状聚合物合成的树枝状结构。具有多层结构的树枝状聚合物的设计和合成将有助于生成具有各种功能的树枝状结构。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009）