6,6'-[3-aza(4-methoxybenzyl)penta-1,5-di-yl]-1',2,3,3',4,4'-hexa-O-benzylsucrose | 1415048-94-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,6'-[3-aza(4-methoxybenzyl)penta-1,5-di-yl]-1',2,3,3',4,4'-hexa-O-benzylsucrose
• 英文别名: (1R,3S,4S,5R,6R,16R,17R,18S,19R)-11-[(4-methoxyphenyl)methyl]-4,5,17,18,19-pentakis(phenylmethoxy)-3-(phenylmethoxymethyl)-2,8,14,20,21-pentaoxa-11-azatricyclo[14.3.1.13,6]henicosane
• CAS: 1415048-94-0
• 化学式: C₆₆H₇₃NO₁₂
• 分子量: 1072.31
• InChiKey: YTPPWXONSKHYAO-JWUFHVRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  79
• 可旋转键数：
  22
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  6-O-(2-aminoethyl)-1',2,3,3',4,4'-hexa-O-benzyl-6'-O-(2-hydroxyethyl)-sucrose 在 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 8.17h， 生成 6,6'-[3-aza(4-methoxybenzyl)penta-1,5-di-yl]-1',2,3,3',4,4'-hexa-O-benzylsucrose
  参考文献：
  名称：

  Novel sucrose-based macrocyclic receptors for enantioselective recognition of chiral ammonium cations

  摘要：

  A new synthetic route to macrocyclic sucrose-based receptors with different substituents at the ring nitrogen atom is described. Very good enantioselectivity toward phenylethylammonium chloride was observed [a much stronger complex with the cation of the (S)-amine was formed] although the K-a values were low. Much higher K-a (1.4 x 10(4) M-1 in CDCI3/CD3OD) values of the complexes with aminoacid derivatives (especially valine) were found although this time the enantioselectivities were moderate. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.10.003

文献信息

• Novel sucrose-based macrocyclic receptors for enantioselective recognition of chiral ammonium cations
  作者：Mykhaylo A. Potopnyk、Bartosz Lewandowski、Sławomir Jarosz

  DOI：10.1016/j.tetasy.2012.10.003

  日期：2012.11

  A new synthetic route to macrocyclic sucrose-based receptors with different substituents at the ring nitrogen atom is described. Very good enantioselectivity toward phenylethylammonium chloride was observed [a much stronger complex with the cation of the (S)-amine was formed] although the K-a values were low. Much higher K-a (1.4 x 10(4) M-1 in CDCI3/CD3OD) values of the complexes with aminoacid derivatives (especially valine) were found although this time the enantioselectivities were moderate. (C) 2012 Elsevier Ltd. All rights reserved.