1-octadecyl-4,7,10-tetraazacyclododecane | 223446-35-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-octadecyl-4,7,10-tetraazacyclododecane
• 英文别名: 1-Octadecyl-1,4,7,10-tetrazacyclododecane
• CAS: 223446-35-3
• 化学式: C₂₆H₅₆N₄
• 分子量: 424.757
• InChiKey: MKHHBCXXHKEZNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  30
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  39.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氯乙酸 、 1-octadecyl-4,7,10-tetraazacyclododecane 在 sodium hydroxide 作用下， 反应 48.0h， 以75%的产率得到1-octadecyl-1,4,7,10-tetraazacyclododecane-4,7,10-triacetic acid tetrahydrochloride
  参考文献：
  名称：

  Synthesis of Lipophilic Paramagnetic Contrast Agents

  摘要：

  The facile, high-yielding synthesis of a series of macrocycles 7a-k in 75-100% yield is reported. The transformation of these compounds to their carboxymethylated analogues 8a-k in 75-90% yield and subsequent gadolinium complexes 9a-k provides a series of homologous neutral paramagnetic contrast agents (PCAs) with tunable lipophilicity. Alkylated cationic intermediates 6a-k are prepared in yields of 72-94% from glyoxal adduct of cyclen (5) and slight excesses of alkyl iodides. The methodology is selective for monoalkylation and amenable to large-scale synthesis.

  DOI：

  10.1021/jo981920r
• 作为产物：
  描述：

  1-碘十八烷 在 氢氧化钾 作用下， 以 甲苯 为溶剂， 反应 192.0h， 生成 1-octadecyl-4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  Synthesis of Lipophilic Paramagnetic Contrast Agents

  摘要：

  The facile, high-yielding synthesis of a series of macrocycles 7a-k in 75-100% yield is reported. The transformation of these compounds to their carboxymethylated analogues 8a-k in 75-90% yield and subsequent gadolinium complexes 9a-k provides a series of homologous neutral paramagnetic contrast agents (PCAs) with tunable lipophilicity. Alkylated cationic intermediates 6a-k are prepared in yields of 72-94% from glyoxal adduct of cyclen (5) and slight excesses of alkyl iodides. The methodology is selective for monoalkylation and amenable to large-scale synthesis.

  DOI：

  10.1021/jo981920r

文献信息

• Synthesis of Lipophilic Paramagnetic Contrast Agents
  作者：William C. Baker、Michael J. Choi、Daniel C. Hill、Julie L. Thompson、Peter A. Petillo

  DOI：10.1021/jo981920r

  日期：1999.4.1

  The facile, high-yielding synthesis of a series of macrocycles 7a-k in 75-100% yield is reported. The transformation of these compounds to their carboxymethylated analogues 8a-k in 75-90% yield and subsequent gadolinium complexes 9a-k provides a series of homologous neutral paramagnetic contrast agents (PCAs) with tunable lipophilicity. Alkylated cationic intermediates 6a-k are prepared in yields of 72-94% from glyoxal adduct of cyclen (5) and slight excesses of alkyl iodides. The methodology is selective for monoalkylation and amenable to large-scale synthesis.