25,27-bis{((2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-1H-1,2,3-triazol-4 yl)methoxy}-26,28-dihydroxy-tert-butylcalix[4]arene | 1426580-11-1

• 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: 25,27-bis{((2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-1H-1,2,3-triazol-4 yl)methoxy}-26,28-dihydroxy-tert-butylcalix[4]arene
• CAS: 1426580-11-1
• 化学式: C₇₈H₉₈N₆O₂₂
• 分子量: 1471.66
• InChiKey: QIXAZAGPXNDXOP-XQRVHRTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.82
• 重原子数：
  106.0
• 可旋转键数：
  18.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  349.2
• 氢给体数：
  2.0
• 氢受体数：
  28.0

反应信息

• 作为反应物：
  描述：

  25,27-bis{((2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-1H-1,2,3-triazol-4 yl)methoxy}-26,28-dihydroxy-tert-butylcalix[4]arene 在 甲醇 、 sodium 作用下， 生成 25,27-bis{((β-D-galactopyranosyl)-1H-1,2,3-triazol-1-yl)methoxy}-26,28-dihydroxy-tert-butylcalix[4]arene
  参考文献：
  名称：

  Triazole linked lower rim glycosyl appended 1,3-calix[4]arene conjugates: Synthesis, characterization, and their interaction with jacalin

  摘要：

  Triazole linked lower rim galactosyl and lactosyl appended calix[4]arene conjugates have been synthesized by 1,3 dipolar addition of glycosyl azide and calix[4]arene alkyne. All these conjugates were characterized by H-1 and C-13 NMR, IR and mass spectrometry. Interaction of amino acids with the galactosyl conjugate of calix[4]arene (5) was studied using absorption and H-1 NMR techniques. Absorption studies showed that Trp interacts with triazole ring of 5. This was further confirmed by H-1 NMR study which showed an upfield shift in the triazole proton of 5 upon titrating with Trp. The preliminary studies of interaction of these conjugates with Jacalin were demonstrated by fluorescence and circular dichroism (CD) spectroscopy techniques. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.09.010
• 作为产物：
  描述：

  5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26,28-dipropargylcalix[4]arene 、 1-叠氮-1-脱氧-β-D-吡喃半乳糖苷四乙酸酯 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 12.0h， 以85%的产率得到25,27-bis{((2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-1H-1,2,3-triazol-4 yl)methoxy}-26,28-dihydroxy-tert-butylcalix[4]arene
  参考文献：
  名称：

  Triazole linked lower rim glycosyl appended 1,3-calix[4]arene conjugates: Synthesis, characterization, and their interaction with jacalin

  摘要：

  Triazole linked lower rim galactosyl and lactosyl appended calix[4]arene conjugates have been synthesized by 1,3 dipolar addition of glycosyl azide and calix[4]arene alkyne. All these conjugates were characterized by H-1 and C-13 NMR, IR and mass spectrometry. Interaction of amino acids with the galactosyl conjugate of calix[4]arene (5) was studied using absorption and H-1 NMR techniques. Absorption studies showed that Trp interacts with triazole ring of 5. This was further confirmed by H-1 NMR study which showed an upfield shift in the triazole proton of 5 upon titrating with Trp. The preliminary studies of interaction of these conjugates with Jacalin were demonstrated by fluorescence and circular dichroism (CD) spectroscopy techniques. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.09.010