dimethyl (2S)-2-[[(3S)-3-[[2-[4-[[[(2R)-3-[[(2R)-3-[[1-[2-[[(2S)-1,4-bis[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-2-oxoethyl]triazol-4-yl]methylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]disulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-4-[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-4-oxobutanoyl]amino]butanedioate | 945749-47-3

• 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: dimethyl (2S)-2-[[(3S)-3-[[2-[4-[[[(2R)-3-[[(2R)-3-[[1-[2-[[(2S)-1,4-bis[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-2-oxoethyl]triazol-4-yl]methylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]disulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-4-[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-4-oxobutanoyl]amino]butanedioate
• CAS: 945749-47-3
• 化学式: C₅₈H₈₆N₁₆O₂₈S₂
• 分子量: 1519.54
• InChiKey: UIAFVYLVSVKKLB-QSVFAHTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.1
• 重原子数：
  104
• 可旋转键数：
  53
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  632
• 氢给体数：
  10
• 氢受体数：
  34

反应信息

• 作为反应物：
  描述：

  dimethyl (2S)-2-[[(3S)-3-[[2-[4-[[[(2R)-3-[[(2R)-3-[[1-[2-[[(2S)-1,4-bis[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-2-oxoethyl]triazol-4-yl]methylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]disulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-4-[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-4-oxobutanoyl]amino]butanedioate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以92%的产率得到
  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：

  (R,R)-2,2'-dithiobis[1-(prop-2-ynylcarbamoyl)ethylcarbamic acid tert-butyl ester] 、 azido-Ac-Asp[Asp(OMe)-OMe]-Asp(OMe)-OMe 在 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 以65%的产率得到dimethyl (2S)-2-[[(3S)-3-[[2-[4-[[[(2R)-3-[[(2R)-3-[[1-[2-[[(2S)-1,4-bis[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-2-oxoethyl]triazol-4-yl]methylamino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]disulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-4-[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-4-oxobutanoyl]amino]butanedioate
  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