N-[2-(7-isopropyl-1-methyl-azulen-4-yl)ethoxycarbonyl]iminodiacetic acid N',N''-di[2-(α-D-mannopyranosyloxy)ethyl]diamide | 1192215-24-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-[2-(7-isopropyl-1-methyl-azulen-4-yl)ethoxycarbonyl]iminodiacetic acid N',N''-di[2-(α-D-mannopyranosyloxy)ethyl]diamide
• 英文别名: 2-(1-methyl-7-propan-2-ylazulen-4-yl)ethyl N,N-bis[2-oxo-2-[2-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethylamino]ethyl]carbamate
• CAS: 1192215-24-9
• 化学式: C₃₇H₅₅N₃O₁₆
• 分子量: 797.854
• InChiKey: ZCNPUJOTWMQBDT-IBRVESJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  56
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  287
• 氢给体数：
  10
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  N-[2-(7-isopropyl-1-methylazulen-4-yl)ethoxycarbonyl]iminodiacetic acid 、 2-aminoethyl α-D-mannopyranoside 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以83%的产率得到N-[2-(7-isopropyl-1-methyl-azulen-4-yl)ethoxycarbonyl]iminodiacetic acid N',N''-di[2-(α-D-mannopyranosyloxy)ethyl]diamide
  参考文献：
  名称：

  Coloring Carbohydrates: Investigation of Azulene Derivatives as Blue Protecting Groups

  摘要：

  Coloring carbohydrate derivatives by a chromophore tag greatly facilitates all purification steps during a synthetic sequence, according to a methodology called "chromophore- supported purification" (CSP). Herein an Fmoc-analogous blue protective group for CSP is introduced, based on guaiazulene. Following a mechanistic rational, the synthesis and introduction of this new protecting group is shown, together with its removal under variable conditions and its application for the synthesis of glycoclusters of a glycopeptide and glycopeptoid type.

  DOI：

  10.1080/07328300903040214

文献信息

• Coloring Carbohydrates: Investigation of Azulene Derivatives as Blue Protecting Groups
  作者：Ingo B. Aumüller、Thisbe K. Lindhorst

  DOI：10.1080/07328300903040214

  日期：2009.7.29

  Coloring carbohydrate derivatives by a chromophore tag greatly facilitates all purification steps during a synthetic sequence, according to a methodology called "chromophore- supported purification" (CSP). Herein an Fmoc-analogous blue protective group for CSP is introduced, based on guaiazulene. Following a mechanistic rational, the synthesis and introduction of this new protecting group is shown, together with its removal under variable conditions and its application for the synthesis of glycoclusters of a glycopeptide and glycopeptoid type.