4-benzyl-1,4,7,10-tetraazacyclotridecane | 439211-85-5

• 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: 4-benzyl-1,4,7,10-tetraazacyclotridecane
• 英文别名: 4-Benzyl-1,4,7,10-tetrazacyclotridecane
• CAS: 439211-85-5
• 化学式: C₁₆H₂₈N₄
• 分子量: 276.425
• InChiKey: NXJUSQHBZYFCCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  4-benzyl-1,4,7,10-tetraazacyclotridecane 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 60.0h， 生成 (7,10-diethoxycarbonylmethyl-1,4,7,10-tetraazacyclotridec-1-yl)acetic acid ethyl ester
  参考文献：
  名称：

  Regioselective N-Functionalization of Tetraazacycloalkanes

  摘要：

  Bisaminal type compounds obtained by condensation of pyruvic aldehyde with the suitable open-chain tetraamine followed by cyclization with either dibromoethane or dibromopropane can be regioselectively quaternized by a wide range of alkylating agents. Removal of the bisaminal bridge yields the monosubstituted tetraazamacrocycle or bismacrocycle. Further functionalization allows the preparation of bifunctional ligands or trisubstituted macrocycles. The structure of six compounds was solved by X-ray diffraction, and the unexpected results are rationalized according to the molecular modeling calculations.

  DOI：

  10.1021/jo050306u
• 作为产物：
  描述：

  N,N'-二(2-氨乙基)-1,3-丙二胺 在 sodium hydroxide 、 potassium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 88.0h， 生成 4-benzyl-1,4,7,10-tetraazacyclotridecane
  参考文献：
  名称：

  An organic template approach for the synthesis of selectively functionalised tetraazacycloalkanes

  摘要：

  选择性功能化的四氮杂环烷烃是通过使用一个双醛基团，从开放链四胺中获得的，该双醛基团既充当模板剂，又作为氮保护基团。

  DOI：

  10.1039/b108244b

文献信息

• LIPOMACROCYCLES AND USES THEREOF
  申请人：Cui Kunyuan

  公开号：US20130156851A1

  公开（公告）日：2013-06-20

  What is described are macrocyclic compounds formed by reaction of a cyclic compound, which contains an amine, with an epoxide. The macrocyclic compound has the following structure: When substituents R and R′ that are hydrophobic substituents, the macrocyclic compound functions as a lipid and is compatible with lipid systems, including liposomes and lipid particles. When present in certain lipid systems, the macrocyclic compound enhances the ability of the lipid system to facilitate delivery of therapeutic molecules to target cells in a mammalian subject.
• US9233971B2
  申请人：——

  公开号：US9233971B2

  公开（公告）日：2016-01-12
• Regioselective N-Functionalization of Tetraazacycloalkanes
  作者：Frédéric Boschetti、Franck Denat、Enrique Espinosa、Alain Tabard、Yves Dory、Roger Guilard

  DOI：10.1021/jo050306u

  日期：2005.9.1

  Bisaminal type compounds obtained by condensation of pyruvic aldehyde with the suitable open-chain tetraamine followed by cyclization with either dibromoethane or dibromopropane can be regioselectively quaternized by a wide range of alkylating agents. Removal of the bisaminal bridge yields the monosubstituted tetraazamacrocycle or bismacrocycle. Further functionalization allows the preparation of bifunctional ligands or trisubstituted macrocycles. The structure of six compounds was solved by X-ray diffraction, and the unexpected results are rationalized according to the molecular modeling calculations.
• An organic template approach for the synthesis of selectively functionalised tetraazacycloalkanes
  作者：Frédéric Boschetti、Franck Denat、Enrique Espinosa、Roger Guilard

  DOI：10.1039/b108244b

  日期：2002.2.12

  Selectively functionalised tetraazacycloalkanes are obtained from the open-chain tetraamine by using a bisaminal moiety acting both as a template agent and as a N-protecting group.

  选择性功能化的四氮杂环烷烃是通过使用一个双醛基团，从开放链四胺中获得的，该双醛基团既充当模板剂，又作为氮保护基团。