methyl (2R)-2-[[2-[4-[[[(2S)-2,6-bis[[(2S)-2,6-diaminohexanoyl]amino]hexanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-3-[[(2R)-2-[[2-[4-[[[(2S)-2,6-bis[[(2S)-2,6-diaminohexanoyl]amino]hexanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-3-methoxy-3-oxopropyl]disulfanyl]propanoate | 1280709-49-0

• 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: methyl (2R)-2-[[2-[4-[[[(2S)-2,6-bis[[(2S)-2,6-diaminohexanoyl]amino]hexanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-3-[[(2R)-2-[[2-[4-[[[(2S)-2,6-bis[[(2S)-2,6-diaminohexanoyl]amino]hexanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-3-methoxy-3-oxopropyl]disulfanyl]propanoate
• CAS: 1280709-49-0
• 化学式: C₅₄H₁₀₀N₂₂O₁₂S₂
• 分子量: 1313.66
• InChiKey: QJMGNFQZPZIDQM-YTAGXALCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.5
• 重原子数：
  90
• 可旋转键数：
  53
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  606
• 氢给体数：
  16
• 氢受体数：
  26

反应信息

• 作为产物：
  描述：

  (2S)-2,6-bis[[(2S)-1-hydroxy-2,6-bis[[hydroxy-[(2-methylpropan-2-yl)oxy]methylidene]amino]hexylidene]amino]-N-[[1-[2-hydroxy-2-[(2R)-3-[[(2R)-2-[[1-hydroxy-2-[4-[[[(2S)-1-hydroxy-2,6-bis[[(2S)-1-hydroxy-2,6-bis[[hydroxy-[(2-methylpropan-2-yl)oxy]methylidene]amino]hexylidene]amino]hexylidene]amino]methyl]triazol-1-yl]ethylidene]amino]-3-methoxy-3-oxopropyl]disulfanyl]-1-methoxy-1-oxopropan-2-yl]iminoethyl]triazol-4-yl]methyl]hexanimidic acid 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到methyl (2R)-2-[[2-[4-[[[(2S)-2,6-bis[[(2S)-2,6-diaminohexanoyl]amino]hexanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-3-[[(2R)-2-[[2-[4-[[[(2S)-2,6-bis[[(2S)-2,6-diaminohexanoyl]amino]hexanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-3-methoxy-3-oxopropyl]disulfanyl]propanoate
  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