1,3-N,N-di-β-D-allopyranosyldiethylenetriamine hydrochloride

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-N,N-di-β-D-allopyranosyldiethylenetriamine hydrochloride
• 英文别名: bis[2-[[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]ethyl]azanium;chloride
• 化学式: C₁₆H₃₃N₃O₁₀*ClH
• 分子量: 463.913
• InChiKey: HHKRMEOZZYIERG-ZCAJMLMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -10.67
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  221
• 氢给体数：
  11
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  D-allose 、 二乙烯三胺 在 盐酸 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 以90%的产率得到1,3-N,N-di-β-D-allopyranosyldiethylenetriamine hydrochloride
  参考文献：
  名称：

  Stereospecific Synthesis and Characterization of Aminoglycoside Ligands from Diethylenetriamine

  摘要：

  A convenient synthetic route to diglycosylamines derived from diethylenetriamine and D-glucose, D-galactose, D-allose, or L-fucose is presented where the stereochemically pure product is easily isolated and crystallized as a hydrochloride salt. The diglucosyl diethylenetriamine analogue is characterized by X-ray crystallography, and the chloride ion is shown to stabilize the compound in the crystalline state. These ligands provide simple and efficient routes to various diastereomeric metal N-glycoside coordination complexes that are currently being studied by mass spectrometry.

  DOI：

  10.1021/jo9900331

文献信息

• Stereospecific Synthesis and Characterization of Aminoglycoside Ligands from Diethylenetriamine
  作者：Sara P. Gaucher、Steven F. Pedersen、Julie A. Leary

  DOI：10.1021/jo9900331

  日期：1999.5.1

  A convenient synthetic route to diglycosylamines derived from diethylenetriamine and D-glucose, D-galactose, D-allose, or L-fucose is presented where the stereochemically pure product is easily isolated and crystallized as a hydrochloride salt. The diglucosyl diethylenetriamine analogue is characterized by X-ray crystallography, and the chloride ion is shown to stabilize the compound in the crystalline state. These ligands provide simple and efficient routes to various diastereomeric metal N-glycoside coordination complexes that are currently being studied by mass spectrometry.