10-(methylthio)-1,4,7-tris(trifluoroacetyl)-1,4,7-triazacyclododecane | 164987-98-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 10-(methylthio)-1,4,7-tris(trifluoroacetyl)-1,4,7-triazacyclododecane
• CAS: 164987-98-8
• 化学式: C₁₆H₂₀F₉N₃O₃S
• 分子量: 505.405
• InChiKey: KFTYWCWCJANSCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  32.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  60.93
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  10-(methylthio)-1,4,7-tris(trifluoroacetyl)-1,4,7-triazacyclododecane 在 甲醇 、 氨 作用下， 生成 10-(methylthio)-1,4,7-triazacyclododecane
  参考文献：
  名称：

  Selective Hydrolysis of Phosphate Esters, Nitrophenyl Phosphates and UpU, by Dimeric Zinc Complexes Depends on the Spacer Length

  摘要：

  Zn(II) complexes of monomers and dimers derived from 1,4,7-triazacyclododecane and 1,5,9-triazacyclotetradecane were examined as catalysts for the hydrolyses of p-nitrophenyl phosphate and bis(p-nitrophenyl) phosphate and for the cyclizations of p-nitrophenyl 2-hydroxypropyl phosphate and 3',5'-uridyluridine (UpU). The dimers with 1,4-phenyl and 1,3-phenyl linkers were more effective than were monomers or a longer dimer-with a 4,4'-biphenyl linker-in the hydrolysis of p-nitrophenyl phosphate, suggesting that two Zn(II)) ions coordinate to the phosphate group, as in the enzyme alkaline phosphatase. However, for the hydrolysis or cyclization of the phosphate diesters, the longer biphenyl linker was preferred. In this case one Zn(II) coordinates to the phosphate group while the other delivers a nucleophilic oxide anion. Bell-shaped pH vs rate profiles were seen in both cases, but with different pK's related to the specific mechanisms in the two cases.

  DOI：

  10.1021/ja00125a005
• 作为产物：
  描述：

  1,5-Dibromopentan-3-one ethylene ketal 在 咪唑 、 sodium tetrahydroborate 、 高氯酸 、 氨 、 三溴化硼 、 lithium 、 sodium hydride 、 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 10-(methylthio)-1,4,7-tris(trifluoroacetyl)-1,4,7-triazacyclododecane
  参考文献：
  名称：

  Selective Hydrolysis of Phosphate Esters, Nitrophenyl Phosphates and UpU, by Dimeric Zinc Complexes Depends on the Spacer Length

  摘要：

  Zn(II) complexes of monomers and dimers derived from 1,4,7-triazacyclododecane and 1,5,9-triazacyclotetradecane were examined as catalysts for the hydrolyses of p-nitrophenyl phosphate and bis(p-nitrophenyl) phosphate and for the cyclizations of p-nitrophenyl 2-hydroxypropyl phosphate and 3',5'-uridyluridine (UpU). The dimers with 1,4-phenyl and 1,3-phenyl linkers were more effective than were monomers or a longer dimer-with a 4,4'-biphenyl linker-in the hydrolysis of p-nitrophenyl phosphate, suggesting that two Zn(II)) ions coordinate to the phosphate group, as in the enzyme alkaline phosphatase. However, for the hydrolysis or cyclization of the phosphate diesters, the longer biphenyl linker was preferred. In this case one Zn(II) coordinates to the phosphate group while the other delivers a nucleophilic oxide anion. Bell-shaped pH vs rate profiles were seen in both cases, but with different pK's related to the specific mechanisms in the two cases.

  DOI：

  10.1021/ja00125a005