isopropyl dl-2-bromo-4-(4-nitrophenyl)butanoate | 130707-89-0

• 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: isopropyl dl-2-bromo-4-(4-nitrophenyl)butanoate
• 英文别名: d,l-2-bromo-4-(4-nitrophenyl)butanoic acid isopropyl ester；bromo-4-(4-nitrophenyl)butanoic acid isopropyl ester；Propan-2-yl 2-bromo-4-(4-nitrophenyl)butanoate
• CAS: 130707-89-0
• 化学式: C₁₃H₁₆BrNO₄
• 分子量: 330.178
• InChiKey: HJWMCTDVHUTWGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  轮环藤宁 、 isopropyl dl-2-bromo-4-(4-nitrophenyl)butanoate 以 氯仿 为溶剂， 以70%的产率得到1,4,7,10-tetraaza-1-N-(1-carboisopropoxy-3-(4-nitrophenyl)propyl)cyclododecane
  参考文献：
  名称：

  Unexpected selectivity in the alkylation of polyazamacrocycles

  摘要：

  Reaction of equivalent amounts of free base polyazamacrocycles with an alkyl halide in a nonpolar, aprotic solvent affords the mono-N-alkylation product as its monohydrohalide salt in high yield with excellent selectivity. This unexpected selectivity has been explained in terms of the high affinity of the alkylated product for a single proton which attenuates the nucleophilicity of the remaining nitrogen atoms. Selectivity is dependent upon a number of factors including macrocycle ring size, solvent polarity, and the steric nature of the electrophile. The approach has allowed for a short, convergent route to bifunctional lanthanide chelators which are useful in therapeutic applications.

  DOI：

  10.1021/jo00067a018
• 作为产物：
  描述：

  4-(4-硝基苯)丁酸 在 aqueous hydrogen bromide N-溴代丁二酰亚胺(NBS) 、 氯化亚砜 作用下， 以 四氯化碳 为溶剂， 以75%的产率得到isopropyl dl-2-bromo-4-(4-nitrophenyl)butanoate
  参考文献：
  名称：

  Macrocyclic tetraazacyclododecane conjugates and their use as diagnostic

  摘要：

  一个团体结合了具有功能化聚氨基羧酸螯合剂的抗体或抗体片段，可以与稀土型金属离子形成复合物，可用于治疗和/或诊断目的。

  公开号：

  US05756065A1

文献信息

• Macrocyclic bifunctional chelants, complexes thereof and their antibody conjugates
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0353450A1

  公开（公告）日：1990-02-07

  A group of functionalized polyaminocarboxylate chelants that form complexes with rare earth-type metal ions are disclosed. The complexes can be covalently attached to an antibody or antibody fragment and used for therapeutic and/or diagnostic purposes.

  本发明公开了一组与稀土类金属离子形成络合物的官能化聚氨基羧酸螯合剂。这些络合物可与抗体或抗体片段共价连接，用于治疗和/或诊断目的。
• Process for preparing mono-n-alkylated polyazamacrocycles
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0374929A1

  公开（公告）日：1990-06-27

  The invention relates to a novel process to prepare selectively mono-N-alkylated polyazamacrocycles which requies a electrophile with between one and five equivalents of a suitable macrocycle in a solvent which will not promote a proton transfer.

  本发明涉及一种制备选择性单-N-烷基化聚氮杂酰胺环的新工艺，该工艺需要在不促进质子转移的溶剂中，用 1 至 5 个当量的合适大环的亲电子体来制备。
• Process for preparing mono-N-alkylated polyazamacrocycles
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0374929B1

  公开（公告）日：1998-03-25
• MACROCYCLIC BIFUNCTIONAL CHELANTS, COMPLEXES THEREOF AND THEIR ANTIBODY CONJUGATES
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0420942A1

  公开（公告）日：1991-04-10
• ACID CLEAVABLE COMPOUNDS, THEIR PREPARATION AND USE AS BIFUNCTIONAL ACID-LABILE CROSSLINKING AGENTS
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0687261A1

  公开（公告）日：1995-12-20