methyl 2-(4-(4-((((2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-2-methoxy-6-(((1-(4-(2-methoxy-2-oxoacetyl)phenyl)-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-oxoacetate | 1271143-63-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-(4-(4-((((2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-2-methoxy-6-(((1-(4-(2-methoxy-2-oxoacetyl)phenyl)-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-oxoacetate
• 英文别名: methyl 2-[4-[4-[[(2R,3R,4S,5R,6S)-6-methoxy-5-[[1-[4-(2-methoxy-2-oxoacetyl)phenyl]triazol-4-yl]methoxy]-3,4-bis(phenylmethoxy)oxan-2-yl]methoxymethyl]triazol-1-yl]phenyl]-2-oxoacetate
• CAS: 1271143-63-5
• 化学式: C₄₅H₄₄N₆O₁₂
• 分子量: 860.877
• InChiKey: KGTDPGPMVYBQAG-SNXDWKFKSA-N

物化性质

• 沸点：
  951.8±75.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  63
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  204
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  methyl 3,4-di-O-benzyl-α-D-glucopyranoside 在 copper(ll) sulfate pentahydrate 、 sodium hydride 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.66h， 生成 methyl 2-(4-(4-((((2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-2-methoxy-6-(((1-(4-(2-methoxy-2-oxoacetyl)phenyl)-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)-2-oxoacetate
  参考文献：
  名称：

  ‘Click’ to bidentate bis-triazolyl sugar derivatives with promising biological and optical features

  摘要：

  Bidentate 1-O-methyl-alpha-D-pyranoglucosides bearing two triazolyl alpha-ketoester groups on the 2,6- or 3,4-positions of sugar scaffold were efficiently synthesized via Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (click reaction) in good yields. These newly featured sugar derivatives displayed favorable inhibitory activity on protein tyrosine phosphatase 1B (PTP1B) and unexpected selective fluorescence quenching in the presence of Ni2+. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.055

文献信息

• ‘Click’ to bidentate bis-triazolyl sugar derivatives with promising biological and optical features
  作者：Zhuo Song、Xiao-Peng He、Xiao-Ping Jin、Li-Xin Gao、Li Sheng、Yu-Bo Zhou、Jia Li、Guo-Rong Chen

  DOI：10.1016/j.tetlet.2010.12.055

  日期：2011.2

  Bidentate 1-O-methyl-alpha-D-pyranoglucosides bearing two triazolyl alpha-ketoester groups on the 2,6- or 3,4-positions of sugar scaffold were efficiently synthesized via Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (click reaction) in good yields. These newly featured sugar derivatives displayed favorable inhibitory activity on protein tyrosine phosphatase 1B (PTP1B) and unexpected selective fluorescence quenching in the presence of Ni2+. (C) 2011 Elsevier Ltd. All rights reserved.