1-N-chloroacetyl-2-N'-Cbz(ethylenediamine) | 223742-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-N-chloroacetyl-2-N'-Cbz(ethylenediamine)
• 英文别名: benzyl N-[2-[(2-chloroacetyl)amino]ethyl]carbamate
• CAS: 223742-32-3
• 化学式: C₁₂H₁₅ClN₂O₃
• 分子量: 270.716
• InChiKey: MTGROIDNXCNYFV-UHFFFAOYSA-N

物化性质

• 沸点：
  506.5±45.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.43
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-N-chloroacetyl-2-N'-Cbz(ethylenediamine) 、 1,4,7,10-四氮杂环十二烷-1,4,7-三乙酸三叔丁酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 tri-tert-butyl 2,2',2''-(10-(2-((2-(((benzyloxy)carbonyl)amino)ethyl)amino)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate
  参考文献：
  名称：

  A bifunctional chelator featuring the DOTAM-Gly-l-Phe-OH structural subunit: en route toward homo- and heterobimetallic lanthanide(III) complexes as PARACEST MRI contrast agents

  摘要：

  A new synthesis of a bifunctional chelator possessing DOTAM-Gly-L-Phe-OH and DO3A chelating cages interconnected by an oligoamide chain has been achieved via HBTU-mediated coupling from easily accessible building blocks. Both homo- and heterobimetallic lanthanide(III) complexes derived from this bifunctional chelator have been prepared in moderate yields. The CEST spectrum acquired for homobimetallic Eu3+ complex showed this molecule to be a promising PARACEST MRI contrast agent whereas the Eu3+/Tm3+ heterobimetallic complex lacked a useful CEST signal. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.086
• 作为产物：
  描述：

  N-苄氧羰基乙二胺盐酸盐 、 氯乙酰氯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以71%的产率得到1-N-chloroacetyl-2-N'-Cbz(ethylenediamine)
  参考文献：
  名称：

  A bifunctional chelator featuring the DOTAM-Gly-l-Phe-OH structural subunit: en route toward homo- and heterobimetallic lanthanide(III) complexes as PARACEST MRI contrast agents

  摘要：

  A new synthesis of a bifunctional chelator possessing DOTAM-Gly-L-Phe-OH and DO3A chelating cages interconnected by an oligoamide chain has been achieved via HBTU-mediated coupling from easily accessible building blocks. Both homo- and heterobimetallic lanthanide(III) complexes derived from this bifunctional chelator have been prepared in moderate yields. The CEST spectrum acquired for homobimetallic Eu3+ complex showed this molecule to be a promising PARACEST MRI contrast agent whereas the Eu3+/Tm3+ heterobimetallic complex lacked a useful CEST signal. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.086