tert-butyl {(1E)-{[(1-{[(2R,3S,4S,5R,6R)-6-({(2R,3R,4S,5S,6R)-6-[(4-{[N',N''-bis(tert-butoxycarbonyl)carbamimidamido]methyl}-1H-1,2,3-triazol-1-yl)methyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl}oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]methyl}-1H-1,2,3-triazol-4-yl)methyl]amino}[(tert-butoxycarbonyl)amino]methylidene}carbamate | 1428984-49-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl {(1E)-{[(1-{[(2R,3S,4S,5R,6R)-6-({(2R,3R,4S,5S,6R)-6-[(4-{[N',N''-bis(tert-butoxycarbonyl)carbamimidamido]methyl}-1H-1,2,3-triazol-1-yl)methyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl}oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]methyl}-1H-1,2,3-triazol-4-yl)methyl]amino}[(tert-butoxycarbonyl)amino]methylidene}carbamate
• CAS: 1428984-49-9
• 化学式: C₄₀H₆₆N₁₂O₁₇
• 分子量: 987.034
• InChiKey: ADXMFXGZHGQAGY-OTJWROPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.99
• 重原子数：
  69.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  388.53
• 氢给体数：
  10.0
• 氢受体数：
  23.0

反应信息

• 作为反应物：
  描述：

  tert-butyl {(1E)-{[(1-{[(2R,3S,4S,5R,6R)-6-({(2R,3R,4S,5S,6R)-6-[(4-{[N',N''-bis(tert-butoxycarbonyl)carbamimidamido]methyl}-1H-1,2,3-triazol-1-yl)methyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl}oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]methyl}-1H-1,2,3-triazol-4-yl)methyl]amino}[(tert-butoxycarbonyl)amino]methylidene}carbamate 、 三氟乙酸 以 二氯甲烷 为溶剂， 以79%的产率得到6-[4-({[amino(iminio)methyl]amino}methyl)-1H-1,2,3-triazol-1-yl]-6-deoxy-α-D-glucopyranosyl 6-[4-({[amino(iminio)methyl]amino}methyl)-1H-1,2,3-triazol-1-yl]-6-deoxy-α-D-glucopyranoside bis(trifluoroacetate)
  参考文献：
  名称：

  CuAAC-mediated diversification of aminoglycoside–arginine conjugate mimics by non-reducing di- and trisaccharides

  摘要：

  Di- and triguanidinylation of trehalose, sucrose, and melizitose has been achieved via a Huisgen-cycloaddition approach. They can serve as aminoglycoside-arginine conjugate mimics, which has been demonstrated by their biological profiles in assays against Bacillus subtilis. For comparative studies, tetraguanidinylated neamine and kanamycin derivatives have also been synthesized and evaluated. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.02.003
• 作为产物：
  描述：

  海藻糖 在 sodium azide 、 copper diacetate 、 sodium ascorbate 、 三苯基膦 作用下， 以 四氯化碳 、 水 、 叔丁醇 为溶剂， 生成 tert-butyl {(1E)-{[(1-{[(2R,3S,4S,5R,6R)-6-({(2R,3R,4S,5S,6R)-6-[(4-{[N',N''-bis(tert-butoxycarbonyl)carbamimidamido]methyl}-1H-1,2,3-triazol-1-yl)methyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl}oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]methyl}-1H-1,2,3-triazol-4-yl)methyl]amino}[(tert-butoxycarbonyl)amino]methylidene}carbamate
  参考文献：
  名称：

  CuAAC-mediated diversification of aminoglycoside–arginine conjugate mimics by non-reducing di- and trisaccharides

  摘要：

  Di- and triguanidinylation of trehalose, sucrose, and melizitose has been achieved via a Huisgen-cycloaddition approach. They can serve as aminoglycoside-arginine conjugate mimics, which has been demonstrated by their biological profiles in assays against Bacillus subtilis. For comparative studies, tetraguanidinylated neamine and kanamycin derivatives have also been synthesized and evaluated. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.02.003