tert-butyl-6-(2-(bis(2-(tert-butoxy)-2-oxoethyl)-amino)ethyl)-3-(2-(tert-butoxy)-2-oxoethyl)-9,12,15-trioxa-3,6-diazaoctadec-17-yn-1-oate | 1408059-50-6

• 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: tert-butyl-6-(2-(bis(2-(tert-butoxy)-2-oxoethyl)-amino)ethyl)-3-(2-(tert-butoxy)-2-oxoethyl)-9,12,15-trioxa-3,6-diazaoctadec-17-yn-1-oate
• 英文别名: Tert-butyl 2-[2-[2-[bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]ethyl-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethyl]amino]ethyl-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]acetate
• CAS: 1408059-50-6
• 化学式: C₃₇H₆₇N₃O₁₁
• 分子量: 729.952
• InChiKey: ZMAUJQGXDNUMQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  51
• 可旋转键数：
  32
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  143
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  tert-butyl-6-(2-(bis(2-(tert-butoxy)-2-oxoethyl)-amino)ethyl)-3-(2-(tert-butoxy)-2-oxoethyl)-9,12,15-trioxa-3,6-diazaoctadec-17-yn-1-oate 在 甲酸 作用下， 反应 15.0h， 以89%的产率得到6-(2-(bis(carboxymethyl)amino)ethyl)-3-(carboxymethyl)-9,12,15-trioxa-3,6-diazaoctadec-17-yn-1-oic acid
  参考文献：
  名称：

  Discrete Nanomolecular Polyhedral Borane Scaffold Supporting Multiple Gadolinium(III) Complexes as a High Performance MRI Contrast Agent

  摘要：

  An icosahedral cioso-B-12(2-) scaffold supports 12 copies of Gd3+-chelate held in close proximity with each other by suitable linkers which employ azide-alkyne click chemistry. This design is the first member of a new class of polyfunctional MRI contrast agents carrying a high payload of Gd3+-chelate in a sterically constrained configuration. The resulting contrast agent shows higher relaxivity values at high magnetic fields. MRI contrast agents currently in use are not as effective in this regard, presumably due to a lack of steric constraint of gadolinium centers and lower water exchange rates. In vivo MRI studies in mice show excellent contrast enhancement even at one-seventh of the safe clinical dose (0.04 mmol Gd/kg) for up to a 1 h exposure.

  DOI：

  10.1021/ic3017613
• 作为产物：
  描述：

  2-{2-[2-(2-羟基乙氧基)乙氧基]乙基}-1H-异吲哚-1,3(2H)-二酮 在 sodium hydride 、 potassium hydrogencarbonate 、 肼 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 64.0h， 生成 tert-butyl-6-(2-(bis(2-(tert-butoxy)-2-oxoethyl)-amino)ethyl)-3-(2-(tert-butoxy)-2-oxoethyl)-9,12,15-trioxa-3,6-diazaoctadec-17-yn-1-oate
  参考文献：
  名称：

  Discrete Nanomolecular Polyhedral Borane Scaffold Supporting Multiple Gadolinium(III) Complexes as a High Performance MRI Contrast Agent

  摘要：

  An icosahedral cioso-B-12(2-) scaffold supports 12 copies of Gd3+-chelate held in close proximity with each other by suitable linkers which employ azide-alkyne click chemistry. This design is the first member of a new class of polyfunctional MRI contrast agents carrying a high payload of Gd3+-chelate in a sterically constrained configuration. The resulting contrast agent shows higher relaxivity values at high magnetic fields. MRI contrast agents currently in use are not as effective in this regard, presumably due to a lack of steric constraint of gadolinium centers and lower water exchange rates. In vivo MRI studies in mice show excellent contrast enhancement even at one-seventh of the safe clinical dose (0.04 mmol Gd/kg) for up to a 1 h exposure.

  DOI：

  10.1021/ic3017613