octa-tert-butyl ((5S,5'S,5''S,5'''S)-(((5S,5'S)-(((butane-1,4-diylbis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(azanediyl))bis(6-oxohexane-6,1,5-triyl))tetrakis(azanediyl))tetrakis(6-oxohexane-6,1,5-triyl))octacarbamate | 1280709-42-3

• 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: octa-tert-butyl ((5S,5'S,5''S,5'''S)-(((5S,5'S)-(((butane-1,4-diylbis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(azanediyl))bis(6-oxohexane-6,1,5-triyl))tetrakis(azanediyl))tetrakis(6-oxohexane-6,1,5-triyl))octacarbamate
• CAS: 1280709-42-3
• 化学式: C₈₆H₁₅₄N₂₀O₂₂
• 分子量: 1820.29
• InChiKey: ZPVLWWMDRKMFMT-GRCMWFKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.48
• 重原子数：
  128.0
• 可旋转键数：
  51.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  542.66
• 氢给体数：
  14.0
• 氢受体数：
  28.0

反应信息

• 作为反应物：
  描述：

  octa-tert-butyl ((5S,5'S,5''S,5'''S)-(((5S,5'S)-(((butane-1,4-diylbis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(azanediyl))bis(6-oxohexane-6,1,5-triyl))tetrakis(azanediyl))tetrakis(6-oxohexane-6,1,5-triyl))octacarbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到(2S)-2,6-diamino-N-[(5S)-6-[[1-[4-[4-[[[(2S)-2,6-bis[[(2S)-2,6-diaminohexanoyl]amino]hexanoyl]amino]methyl]triazol-1-yl]butyl]triazol-4-yl]methylamino]-5-[[(2S)-2,6-diaminohexanoyl]amino]-6-oxohexyl]hexanamide
  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：

  tert-butyl N-[(2S)-1-[[(2S)-6-[[(2S)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]amino]-1-oxo-1-(prop-2-ynylamino)hexan-2-yl]amino]-6-[(2-methylpropan-2-yl)oxycarbonylamino]-1-oxohexan-2-yl]carbamate 、 1,4-二叠氮基丁烷 在 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 以78%的产率得到octa-tert-butyl ((5S,5'S,5''S,5'''S)-(((5S,5'S)-(((butane-1,4-diylbis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(azanediyl))bis(6-oxohexane-6,1,5-triyl))tetrakis(azanediyl))tetrakis(6-oxohexane-6,1,5-triyl))octacarbamate
  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