N-[2-(7-isopropyl-1-methylazulen-4-yl)ethoxycarbonyl]iminodiacetic acid monomethyl ester | 1192215-25-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[2-(7-isopropyl-1-methylazulen-4-yl)ethoxycarbonyl]iminodiacetic acid monomethyl ester
• CAS: 1192215-25-0
• 化学式: C₂₂H₂₇NO₆
• 分子量: 401.459
• InChiKey: JCFQFPIKCAGQQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  93.14
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-[2-(7-isopropyl-1-methylazulen-4-yl)ethoxycarbonyl]iminodiacetic acid monomethyl ester 、 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82%的产率得到N-[2-(7-isopropyl-1-methyl-azulen-4-yl)ethoxycarbonyl]-N-{[2-(α-D-mannopyranosyloxy)ethyl]carbamoylmethyl}glycine methyl ester
  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
• 作为产物：
  描述：

  甲醇 、 N-[2-(7-isopropyl-1-methylazulen-4-yl)ethoxycarbonyl]iminodiacetic acid 在 吡啶 、 光气 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以83%的产率得到N-[2-(7-isopropyl-1-methylazulen-4-yl)ethoxycarbonyl]iminodiacetic acid monomethyl ester
  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