Synthesis and characterization of DOTA-mono-adamantan-1-ylamide

详细信息    查看全文

• 作者：Fuxian Wan ; Mingjie Liu ; Junzheng Zhang ; Ying Li…
• 关键词：Tetraazacyclododecane ; Macrocycle ; DOTA ; Adamantane ; Synthesis
• 刊名：Research on Chemical Intermediates
• 出版年：2015
• 出版时间：August 2015
• 年：2015
• 卷：41
• 期：8
• 页码：5109-5119
• 全文大小：937 KB
• 参考文献：1.H. Stetter, K.H. Mayer, Chem. Ber. 94, 1410 (1961)View Article
  2.W. Liu, A. Hajibeigi, M. Lin, C.L. Rostollan, Z. Kovacs, O.K. Oz, X. Sun, Bioorg. Med. Chem. Lett. 18, 4789 (2008)View Article
  3.G. Kramer-Marek, N. Shenoy, J. Seidel, G.L. Griffiths, P. Choyke, J. Capala, Eur. J. Nucl. Med. Mol. Imaging 38, 1967 (2011)View Article
  4.P. Caravan, J.J. Ellison, T.J. McMurry, R.B. Lauffer, Chem. Rev. 99, 2293 (1999)View Article
  5.D.C. Onthank, S. Liu, P.J. Silva, J.A. Barrett, T.D. Harris, S.P. Robinson, D.S. Edwards, Bioconjugate Chem. 15, 235 (2004)View Article
  6.M. Woods, A.D. Sherry, Inorg. Chem. 42, 4401 (2003)View Article
  7.L. Frullano, P. Caravan, Curr. Org. Synth. 8, 535 (2011)View Article
  8.G.A. Patani, E. LaVoie, J. Chem. Rev. 96, 3147 (1996)View Article
  9.S. Aime, P.L. Anelli, M. Botta, F. Fedeli, M. Grandi, P. Paoli, F. Uggeri, Inorg. Chem. 31, 2422 (1992)View Article
  10.D. Jurkin, F.J. Gildehaus, B. Wierczinski, J. Label. Compd. Radiopharm. 52, 33 (2009)View Article
  11.P. Caravan, C.T. Farrar, L. Frullano, R. Uppal, Contrast Media Mol. Imaging 4, 89 (2009)View Article
  12.D.D. Dischino, E.J. Delaney, J.E. Emswiler, G.T. Gaughan, J.S. Prasad, S.K. Srivastava, M.F. Tweedle, Inorg. Chem. 30, 1265 (1991)View Article
  13.H. Bernard, J.J. Yaouanc, J.C. Clement, H. des Abbayes, H. Handel, Tetrahedron Lett. 32, 639 (1991)View Article
  14.P.L. Anelli, L. Lattuada, M. Gabellini, P. Recanati, Bioconjugate Chem. 12, 1081 (2001)View Article
  15.V.P. Litvinov, Chem. Heterocycl. Compd. 38, 9 (2002)View Article
  16.M.-G.A. Shvekheimer, Russ. Chem. Rev. 65, 603 (1996)
  17.M. Renic, N. Basaric, K. Mlinaric-Majerski, Tetrahedron Lett. 48, 7873 (2007)View Article
  18.F. Wan, C. Li, L. Jiang, Y. Li, Res. Chem. Intermed. 38, 2085 (2012)View Article
  19.B. Jagadish, G.L. Brickert-Albrecht, G.S. Nichol, E.A. Mash, N. Raghunand, Tetrahedron Lett. 52, 2058 (2011)
  
• 作者单位：Fuxian Wan (1)
  Mingjie Liu (1)
  Junzheng Zhang (1)
  Ying Li (1)
  Lin Jiang (1)
  
  1. College of Chemistry and Material Science, Shan Dong Agricultural University, Taian, 271018, People’s Republic of China
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Catalysis
  Physical Chemistry
  Inorganic Chemistry
  
• 出版者：Springer Netherlands
• ISSN：1568-5675

文摘

A novel chelator of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) functionalized by adamantane was synthesized by nucleophilic substituted reaction of 1,4,7-Tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane (5) and N-(adamantan-1-yl) bromoacetamide (2). The intermediates and target compound (7) were characterized by fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (NMR), 13C NMR, atmospheric-pressure ionization electrospray mass spectrometry (API–ES–MS), and elemental analysis.