(CpCONHCH2COOH)(99m)Tc(CO)3 | 139318-40-4

• 英文名称: (CpCONHCH2COOH)(99m)Tc(CO)3
• CAS: 139318-40-4
• 化学式: C₁₁H₈NO₆Tc
• 分子量: 349.188
• InChiKey: IZIWXAYXCLXCNI-RCUQKECRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  [(99)technetium(I)(carbonyl)3(H2O)3] 在 C₁₀H₁₀(CONHCH₂COOH)2 作用下， 以 水 为溶剂， 以99%的产率得到(CpCONHCH2COOH)(99m)Tc(CO)3
  参考文献：
  名称：

  双环戊二烯衍生物的金属介导的 Retro Diels-Alder：[(Cp-R)M(CO)3] (M =99mTc, Re) 配合物的便捷合成

  摘要：

  从水中合成钢琴凳型复合物 [(Cp-R)99mTc(CO)3]，如果可能的话，直接从 [99mTcO4]-合成是一个持久的挑战。这种复合物非常便于标记生物分子，因为它们体积小，并且在生物系统中的非共价相互作用方面“无害”。我们发现 [(Cp-R)99mTc(CO)3] 可以直接从二聚 Diels-Alder 前体和 [99mTcO4]- 制备。由于反应溶液中各个单体的浓度无法检测到，[(Cp-R)99mTc(CO)3] 的形成必须基于金属介导的逆狄尔斯-阿尔德反应与协调的 Cp 配位。所形成的 99mTc 复合物的真实性通过将它们的 HPLC 保留时间与结构表征的铼替代物的保留时间进行比较来确认。

  DOI：

  10.1021/ja077741l

文献信息

• Aqueous syntheses of [(Cp-R)M(CO)3] type complexes (Cp=cyclopentadienyl, M=Mn, 99mTc, Re) with bioactive functionalities
  作者：H.W. Peindy N’Dongo、Y. Liu、D. Can、P. Schmutz、B. Spingler、R. Alberto

  DOI：10.1016/j.jorganchem.2008.12.006

  日期：2009.3

  We describe reactions of [Tc-99m(H2O)(3)(CO)(3))](+) (1) with Diels-Alder products of cyclopentadiene such as "Thiele's acid" (HCp-COOH)(2) (2) and derivatives thereof in which the corresponding [(Cp-COOH)Tc-99m(CO)(3))] (3) complex did form in water. We propose a metal mediated Diels-Alder reaction mechanism. To show that this reaction was not limited to carboxylate groups, we synthesized conjugates of 2 (HCp-CONHR)(2) (4a-c) (4a, R = benzyl amine; 4b, R = N-alpha-Boc-L-2,3-diaminopropionic acid and 4c, R = glycine). The corresponding 99mTc complexes [(4a)Tc-99m(CO)(3))] 6a, [(4b)Tc-99m(CO)(3))] 6b and [(4c)Tc-99m(CO)(3))] 6c have been prepared along the same route as for Thiele's acid in aqueous media demonstrating the general applicability of this synthetic strategy. The authenticity of the 99mTc complexes on the no carrier added level have been confirmed by chromatographic comparison with the structurally characterized manganese or rhenium complexes.Studies of the reaction of 1 with Thiele's acid bound to a solid phase resin demonstrated the formation of [(Cp-COOH)Tc-99m(CO)(3))] 3 in a heterogeneous reaction. This is the first evidence for the formation of no carrier added Tc-99m radiopharmaceuticals containing cyclopentadienyl ligands via solid phase syntheses. Macroscopically, the manganese analogue 5a and the rhenium complexes 5b- c have been prepared and characterized by IR, NMR, ESI-MS and X-ray crystallography for 5a (monoclinic, P2(1)/c, a = 9.8696(2) angstrom, b = 25.8533(4) angstrom, c = 11.8414(2) angstrom, beta = 98.7322(17)degrees) in order to unambiguously assign the authenticity of the corresponding 99mTc complexes. (c) 2008 Elsevier B.V. All rights reserved.