New method for the synthesis of difficultly available sterically hindered tritium-labeled pyridinium derivatives

作者: N. E. Shchepina , V. V. Avrorin , G. A. Badun , V. M. Fedoseev , S. B. Lewis

DOI: 10.1007/S10593-010-0544-8

关键词:

摘要: Direct phenylation of the nitrogen atom in pyridines was noted a study ion-molecule reactions free nucleogenic phenyl cations generated by β-decay tritium labeled benzene. A one-step synthesis unreported biologically active tritium-labeled N-phenyl-2,6-lutidinium and 2,4,6-collidi-nium salts. Steric factors, which significantly reduce yield case sym-collidine, play major role direct nitrogen.

参考文章(32)
R.A. Abramovitch, J.G. Saha, Substitution in the Pyridine Series: Effect of Substituents Advances in Heterocyclic Chemistry. ,vol. 6, pp. 229- 345 ,(1966) , 10.1016/S0065-2725(08)60578-4
C. Toma, A.T. Balaban, Reactions of pyrylium salts with nucleophiles—V Tetrahedron. ,vol. 22, pp. 9- 25 ,(1966) , 10.1016/S0040-4020(01)99090-8
I-Jen Chen, Alexander D. MacKerell Jr, Computation of the influence of chemical substitution on the p K a of pyridine using semiempirical and ab initio methods Theoretical Chemistry Accounts. ,vol. 103, pp. 483- 494 ,(2000) , 10.1007/S002149900082
Marc Ilies, William Seitz, Alexandru Balaban, Cationic lipids in gene delivery: principles, vector design and therapeutical applications. Current Pharmaceutical Design. ,vol. 8, pp. 2441- 2473 ,(2002) , 10.2174/1381612023392748
Marc Antoniu Ilies, William A Seitz, Miron T Caproiu, Melissa Wentz, Robert E Garfield, Alexandru T Balaban, None, Pyridinium‐Based Cationic Lipids as Gene‐Transfer Agents European Journal of Organic Chemistry. ,vol. 2003, pp. 2645- 2655 ,(2003) , 10.1002/EJOC.200300106
Kevin R Smith, Gene transfer in higher animals: theoretical considerations and key concepts Journal of Biotechnology. ,vol. 99, pp. 1- 22 ,(2002) , 10.1016/S0168-1656(02)00105-0
Georgii V Sidorov, Nikolai F Myasoedov, Synthesis of tritium-labelled biologically important diazines Russian Chemical Reviews. ,vol. 68, pp. 229- 240 ,(1999) , 10.1070/RC1999V068N03ABEH000471
Kevin R Smith, Gene therapy: theoretical and bioethical concepts Archives of Medical Research. ,vol. 34, pp. 247- 268 ,(2003) , 10.1016/S0188-4409(03)00070-5