DOTA triethyl ester | 114873-54-0

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: DOTA triethyl ester
• 英文别名: 1,4,7-tris(ethoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecyl acetic acid；2-[4,7,10-Tris(2-ethoxy-2-oxoethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
• CAS: 114873-54-0
• 化学式: C₂₂H₄₀N₄O₈
• 分子量: 488.582
• InChiKey: BWFFXDWUENDVEU-UHFFFAOYSA-N

物化性质

• 沸点：
  594.0±50.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  12

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  1,4,7-三(乙氧羟基甲基)-1,4,7,10-四阿扎环十四烷	1,4,7-tris(ethoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane	114873-52-8	C20H38N4O6	430.545

反应信息

• 作为反应物：
  描述：

  DOTA triethyl ester 在 palladium on activated charcoal 盐酸 、 lithium hydroxide 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 乙腈 为溶剂， 反应 44.0h， 生成
  参考文献：
  名称：

  Synthesis of Conjugated Diacetylene, Metal-Chelating Monomers for Polymerizable Monolayer Assemblies

  摘要：

  [GRAPHICS]Self-assembled monolayers (SAMs) of thiols on gold have been used for numerous applications. For protein targeting applications, one successful strategy is to use a metal chelating SAM. It has also been demonstrated that polymerized SAMs are much more stable than non polymerized counterparts. We report herein, the synthesis of several polymerizable, metal-chelating thiols capable of complexing luminescent lanthanide ions.

  DOI：

  10.1021/ol015931+
• 作为产物：
  描述：

  轮环藤宁 在 钯 盐酸 、 氢气 、 potassium carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 42.5h， 生成 DOTA triethyl ester
  参考文献：
  名称：

  Synthesis of Conjugated Diacetylene, Metal-Chelating Monomers for Polymerizable Monolayer Assemblies

  摘要：

  [GRAPHICS]Self-assembled monolayers (SAMs) of thiols on gold have been used for numerous applications. For protein targeting applications, one successful strategy is to use a metal chelating SAM. It has also been demonstrated that polymerized SAMs are much more stable than non polymerized counterparts. We report herein, the synthesis of several polymerizable, metal-chelating thiols capable of complexing luminescent lanthanide ions.

  DOI：

  10.1021/ol015931+

文献信息

• Using the Ugi multicomponent condensation reaction to prepare families of chromophore appended azamacrocycles and their complexes
  作者：Marcus Main、John S. Snaith、Marco M. Meloni、Maite Jauregui、Daniel Sykes、Stephen Faulkner、Alan M. Kenwright

  DOI：10.1039/b810083g

  日期：——

  The Ugi reaction offers an effective method for preparing chromophore-appended DOTA-monoamide ligands, which can readily be elaborated to their lanthanide complexes.

  Ugi反应提供了一种有效的方法，用于制备附有色素的DOTA-单酰胺配体，这些配体可以方便地进一步转化为其镧系金属配合物。
• Synthesis of precursors for obtaining targeted radiopharmaceuticals based on short peptides, analogs of the hormone somatostatin
  作者：D. S. Khachatryan、A. V. Kolotaev、E. R. Malyutina、V. N. Osipov

  DOI：10.1007/s11172-022-3700-2

  日期：2022.12

  New precursors with various linkers for the construction of targeted radiopharmaceuticals based on a pharmacophore fragment of the hormone somatostatin, tetrapeptide H-Phe-d-Trp-Lys-Thr-OH, were synthesized. The tetrapeptide was additionally modified by adding 1,3-thiazolidinecarboxylic acid (Thz) and l-proline (Pro) to improve the cytotoxic properties. Synthesis routes were developed and conjugates of peptides with chelators were obtained.

  我们合成了带有各种连接体的新前体，用于构建基于体生长抑素药理片段（四肽 H-Phe-d-Trp-Lys-Thr-OH）的靶向放射性药物。此外，还通过添加 1,3-噻唑烷羧酸（Thz）和 l-脯氨酸（Pro）对四肽进行了修饰，以提高其细胞毒性。研究人员开发了合成路线，并获得了肽与螯合剂的共轭物。
• US5281704A
  申请人：——

  公开号：US5281704A

  公开（公告）日：1994-01-25
• US5679810A
  申请人：——

  公开号：US5679810A

  公开（公告）日：1997-10-21
• Synthesis of Conjugated Diacetylene, Metal-Chelating Monomers for Polymerizable Monolayer Assemblies
  作者：Bidhan C. Roy、Sanku Mallik

  DOI：10.1021/ol015931+

  日期：2001.6.1

  [GRAPHICS]Self-assembled monolayers (SAMs) of thiols on gold have been used for numerous applications. For protein targeting applications, one successful strategy is to use a metal chelating SAM. It has also been demonstrated that polymerized SAMs are much more stable than non polymerized counterparts. We report herein, the synthesis of several polymerizable, metal-chelating thiols capable of complexing luminescent lanthanide ions.