1,2,3-tri-O-[(N-methyl-N-benzyloxycarbamoyl)-methyl]-glycerol | 1383567-39-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,2,3-tri-O-[(N-methyl-N-benzyloxycarbamoyl)-methyl]-glycerol
• CAS: 1383567-39-2
• 化学式: C₃₃H₄₁N₃O₉
• 分子量: 623.703
• InChiKey: FKFPYMCUAPIFAB-UHFFFAOYSA-N

物化性质

• 沸点：
  701.7±70.0 °C(predicted)
• 密度：
  1.223±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  45.0
• 可旋转键数：
  20.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  116.31
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1,2,3-tri-O-[(N-methyl-N-benzyloxycarbamoyl)-methyl]-glycerol 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以100%的产率得到1,2,3-tri-O-[(N-methyl-N-hydroxy-carbamoyl)-methyl]-glycerol
  参考文献：
  名称：

  Glycosiderophores: Synthesis of tris-hydroxamate siderophores based on a galactose or glycero central scaffold, Fe(III) complexation studies

  摘要：

  A series of five new hexadentate tris-hydroxamate ligands based on a D-galactose or a glycerol scaffold have been synthesized. Protonation and ferric complex formation constants have been determined from solution studies by potentiometric and spectrophotometric titrations. All ligands form 1:1 Fe:L complexes. The calculated pFe values at pH 7.4 span over the range 19.2-23.0 depending on the scaffold and on the length of the spacers between hydroxamate and central scaffold and on the N-methyl substitution. This new kind of artificial siderophores based on a glycoscaffold is of interest as it opens up an easy way to modulate the pFe. (C) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2012.02.030
• 作为产物：
  描述：

  Tris-O-carboxymethyl-glycerin 、 N-甲基-O-苄基羟胺 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以73%的产率得到1,2,3-tri-O-[(N-methyl-N-benzyloxycarbamoyl)-methyl]-glycerol
  参考文献：
  名称：

  Glycosiderophores: Synthesis of tris-hydroxamate siderophores based on a galactose or glycero central scaffold, Fe(III) complexation studies

  摘要：

  A series of five new hexadentate tris-hydroxamate ligands based on a D-galactose or a glycerol scaffold have been synthesized. Protonation and ferric complex formation constants have been determined from solution studies by potentiometric and spectrophotometric titrations. All ligands form 1:1 Fe:L complexes. The calculated pFe values at pH 7.4 span over the range 19.2-23.0 depending on the scaffold and on the length of the spacers between hydroxamate and central scaffold and on the N-methyl substitution. This new kind of artificial siderophores based on a glycoscaffold is of interest as it opens up an easy way to modulate the pFe. (C) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2012.02.030