[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-[[2-[bis[(2-hydroxyphenyl)methyl]amino]ethyl-(pyridin-2-ylmethyl)amino]-pyrazol-1-ylmethyl]phenoxy]oxan-2-yl]methyl acetate | 1375797-19-5

• 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: [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-[[2-[bis[(2-hydroxyphenyl)methyl]amino]ethyl-(pyridin-2-ylmethyl)amino]-pyrazol-1-ylmethyl]phenoxy]oxan-2-yl]methyl acetate
• CAS: 1375797-19-5
• 化学式: C₄₆H₅₁N₅O₁₂
• 分子量: 865.937
• InChiKey: HOGRZCLXGFXORR-QPACHRAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  63
• 可旋转键数：
  23
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  201
• 氢给体数：
  2
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-[[2-[bis[(2-hydroxyphenyl)methyl]amino]ethyl-(pyridin-2-ylmethyl)amino]-pyrazol-1-ylmethyl]phenoxy]oxan-2-yl]methyl acetate 在 水 、 sodium methylate 、 2-巯基乙醇 、 magnesium chloride 、 β-galactosidase 作用下， 以 甲醇 、 苯 为溶剂， 反应 36.0h， 生成 (2S,3R,4S,5R,6R)-2-[4-[benzotriazol-1-yl-[2-[bis[(2-hydroxyphenyl)methyl]amino]ethyl-(pyridin-2-ylmethyl)amino]methyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
  参考文献：
  名称：

  A new class of bioactivable self-immolative N,O-ligands

  摘要：

  A hexadentate ligand built on an amine-bis(phenol) skeleton with an aminal, self-immolative moiety is presented. Synthesis of the ligand is convenient and relatively high yielded. Moreover, it enables synthesis of many derivatives, both in the amino-phenol and aminal fragment (various heterocycles). Once the final hexadentate ligand is synthesized via the Katritzky reaction, it becomes prone to hydrolysis. Bioactivation by beta-galactosidase cleaves the glycosylic bond and a spontaneous collapse of the aminal fragment occurs, thus leading to a pentadentate chelate. This bioactivation has been shown for pyrazole, 1,2,4-triazole and benzotriazole derivatives. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.017
• 作为产物：
  描述：

  吡唑 、 (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-formylphenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 、 N,N-bis(2-hydroxyphenylmethyl)-N-(2-pyridylmethyl)ethane-1,2-diamine 以 苯 为溶剂， 反应 15.5h， 以76%的产率得到[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-[[2-[bis[(2-hydroxyphenyl)methyl]amino]ethyl-(pyridin-2-ylmethyl)amino]-pyrazol-1-ylmethyl]phenoxy]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  A new class of bioactivable self-immolative N,O-ligands

  摘要：

  A hexadentate ligand built on an amine-bis(phenol) skeleton with an aminal, self-immolative moiety is presented. Synthesis of the ligand is convenient and relatively high yielded. Moreover, it enables synthesis of many derivatives, both in the amino-phenol and aminal fragment (various heterocycles). Once the final hexadentate ligand is synthesized via the Katritzky reaction, it becomes prone to hydrolysis. Bioactivation by beta-galactosidase cleaves the glycosylic bond and a spontaneous collapse of the aminal fragment occurs, thus leading to a pentadentate chelate. This bioactivation has been shown for pyrazole, 1,2,4-triazole and benzotriazole derivatives. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.017