2,3,4,2',3',4',6'-hepta-O-benzyl-6-O-trifluoromethanesulfonyl-α,α-D-trehalose | 1352302-95-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4,2',3',4',6'-hepta-O-benzyl-6-O-trifluoromethanesulfonyl-α,α-D-trehalose
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-[(2R,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl trifluoromethanesulfonate
• CAS: 1352302-95-4
• 化学式: C₆₂H₆₃F₃O₁₃S
• 分子量: 1105.24
• InChiKey: VGLGJZKHIRTDHT-QHXLLDNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  79
• 可旋转键数：
  27
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  144
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  2,3,4,2',3',4',6'-hepta-O-benzyl-6-O-trifluoromethanesulfonyl-α,α-D-trehalose 、 6-(苄氧基)喹啉 以 乙腈 为溶剂， 反应 7.0h， 以78%的产率得到2,3,4,2',3',4',6'-hepta-O-benzyl-6-(6-benzyloxyquinolinium-1-yl)-6-deoxy-α,α-D-trehalose trifluoromethanesulfonate
  参考文献：
  名称：

  Covalent linkage of N-methyl-6-oxyquinolinium betaine to trehalose

  摘要：

  The common route to link quinolinium and pyridinium fluorophores to biomolecules via bromoacetic acid has failed in labeling the disaccharide trehalose with N-methyl-6-oxyquinolinium betaine: the unexpected, extremely high instability of the N-carboxymethyl ester was overcome by direct N-alkylation of the quinoline derivative with trehalose triflate. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.10.022
• 作为产物：
  描述：

  海藻糖 在 吡啶 、 三苯基氯甲烷 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 74.5h， 生成 2,3,4,2',3',4',6'-hepta-O-benzyl-6-O-trifluoromethanesulfonyl-α,α-D-trehalose
  参考文献：
  名称：

  Covalent linkage of N-methyl-6-oxyquinolinium betaine to trehalose

  摘要：

  The common route to link quinolinium and pyridinium fluorophores to biomolecules via bromoacetic acid has failed in labeling the disaccharide trehalose with N-methyl-6-oxyquinolinium betaine: the unexpected, extremely high instability of the N-carboxymethyl ester was overcome by direct N-alkylation of the quinoline derivative with trehalose triflate. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.10.022

文献信息

• Covalent linkage of N-methyl-6-oxyquinolinium betaine to trehalose
  作者：Falko Berndt、Mohsen Sajadi、Nikolaus P. Ernsting、Rainer Mahrwald

  DOI：10.1016/j.carres.2011.10.022

  日期：2011.12

  The common route to link quinolinium and pyridinium fluorophores to biomolecules via bromoacetic acid has failed in labeling the disaccharide trehalose with N-methyl-6-oxyquinolinium betaine: the unexpected, extremely high instability of the N-carboxymethyl ester was overcome by direct N-alkylation of the quinoline derivative with trehalose triflate. (C) 2011 Elsevier Ltd. All rights reserved.