4-((tert-butoxycarbonyl)methyl)-1,7-bis(2-nitrophenylsulfonyl)-1,4,7-triazaheptane | 353246-03-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-((tert-butoxycarbonyl)methyl)-1,7-bis(2-nitrophenylsulfonyl)-1,4,7-triazaheptane
• 英文别名: Tert-butyl 2-[bis[2-[(2-nitrophenyl)sulfonylamino]ethyl]amino]acetate；tert-butyl 2-[bis[2-[(2-nitrophenyl)sulfonylamino]ethyl]amino]acetate
• CAS: 353246-03-4
• 化学式: C₂₂H₂₉N₅O₁₀S₂
• 分子量: 587.632
• InChiKey: VOMZZSIYDWFMQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  39
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  230
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  4-((tert-butoxycarbonyl)methyl)-1,7-bis(2-nitrophenylsulfonyl)-1,4,7-triazaheptane 在 盐酸 、 sodium carbonate 、 苯硫酚 作用下， 以 甲醇 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 6-(carboxymethyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadecane-1(15),11,13-triene-3,9-dipropanoic acid
  参考文献：
  名称：

  Regioselective synthesis of N-functionalized 12-membered azapyridinomacrocycles bearing trialkylcarboxylic acid side chains

  摘要：

  Selective protection of primary amine moieties of diethylenetriamine by 2-nitrophenylsulfonyl chloride followed by alkylation of the central N atom generates functionalized disulfonamide building blocks. When reacted with 2,6-bis(bromomethyl)pyridine following the Richman-Atkins methodology, such compounds yield the corresponding pyridine-containing azamacrocycles. Smooth removal of the N-sulfonyl groups provides versatile azamacrocyclic intermediates with transannular secondary amine functions. Subsequent N-alkylation regioselectively leads to tri N-functionalized 12-membered azapyridinomacrocycles bearing a sequence of N-acetate and N-propionate side chains. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00328-3
• 作为产物：
  描述：

  邻硝基苯磺酰氯 在 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 4-((tert-butoxycarbonyl)methyl)-1,7-bis(2-nitrophenylsulfonyl)-1,4,7-triazaheptane
  参考文献：
  名称：

  MACROCYLIC LIGANDS WITH PICOLINATE GROUP(S), COMPLEXES THEREOF AND ALSO MEDICAL USES THEREOF

  摘要：

  本发明涉及在医学成像和/或治疗中有用的化合物、配体和/或络合物，特别是在癌症治疗中有用的化合物、配体和/或络合物。本发明还涉及一种包含上述化合物、配体和/或络合物的药物组合物，用于医学成像、靶向和/或治疗癌症。本发明还涉及一种制备这些化合物、配体和/或络合物的方法。

  公开号：

  US20190023705A1

文献信息

• MACROCYLIC LIGANDS WITH PICOLINATE GROUP(S), COMPLEXES THEREOF AND ALSO MEDICAL USES THEREOF
  申请人：GUERBET

  公开号：US20190023705A1

  公开（公告）日：2019-01-24

  The present invention relates to compounds, ligands, and/or complexes that are useful in medical imaging and/or in therapy, especially in cancer treatment. The present invention also relates to a pharmaceutical composition comprising said compounds, ligands, and/or complexes that are useful for medical imaging, targeting, and/or treatment of cancers. The present invention also relates to a process for preparing these compounds, ligands, and/or complexes.

  本发明涉及在医学成像和/或治疗中有用的化合物、配体和/或络合物，特别是在癌症治疗中有用的化合物、配体和/或络合物。本发明还涉及一种包含上述化合物、配体和/或络合物的药物组合物，用于医学成像、靶向和/或治疗癌症。本发明还涉及一种制备这些化合物、配体和/或络合物的方法。
• Synthesis of pyridine-based polyaminocarboxylic ligands bearing a thioalkyl anchor
  作者：Yi Lin、Alain Favre-Réguillon、Stéphane Pellet-Rostaing、Marc Lemaire

  DOI：10.1016/j.tetlet.2007.03.024

  日期：2007.5

  A bicyclic tetraazatriacetic chelating agent containing a thioalkyl pendant group was prepared. Four synthetic routes have been investigated via a Mitsunobu reaction from 2,4-[bishydroxymethyl]-3-hydroxy-pyridine 1. Deprotection of trityl thioether compound 5e led to ligand 6c in 22% overall yield from the starting 3-hydroxypyridine. (c) 2007 Elsevier Ltd. All rights reserved.
• Regioselective synthesis of N-functionalized 12-membered azapyridinomacrocycles bearing trialkylcarboxylic acid side chains
  作者：Jean-Michel Siaugue、Fabienne Segat-Dioury、Isabelle Sylvestre、Alain Favre-Réguillon、Jacques Foos、Charles Madic、Alain Guy

  DOI：10.1016/s0040-4020(01)00328-3

  日期：2001.5

  Selective protection of primary amine moieties of diethylenetriamine by 2-nitrophenylsulfonyl chloride followed by alkylation of the central N atom generates functionalized disulfonamide building blocks. When reacted with 2,6-bis(bromomethyl)pyridine following the Richman-Atkins methodology, such compounds yield the corresponding pyridine-containing azamacrocycles. Smooth removal of the N-sulfonyl groups provides versatile azamacrocyclic intermediates with transannular secondary amine functions. Subsequent N-alkylation regioselectively leads to tri N-functionalized 12-membered azapyridinomacrocycles bearing a sequence of N-acetate and N-propionate side chains. (C) 2001 Elsevier Science Ltd. All rights reserved.