Convenient method for synthesis of a carbon-14 analogue of DL-Phenyl alanine

Subject Areas : Journal of the Iranian Chemical Research

Gholamhossien Shirvani ¹ (Nuclear science Research School, Nuclear Science and Technology Research Institute, Tehran, Iran)
Nader Saemian ² (Nuclear science Research School, Nuclear Science and Technology Research Institute, Tehran, Iran)
Mohsen Javaheri ³ (Nuclear science Research School, Nuclear Science and Technology Research Institute, Tehran, Iran)

Received: 2010-08-08 Accepted : 2011-04-22 Published : 2011-03-31

Keywords: Carbon-14, Labeling, Phenyl alanine, Diethyl[2-14C] malonate,

Abstract :

DL-Phenyl alanine labeled with carbon-14 in the α-position has been synthesized from ethyl[2-14C] acetate as part of a 6-step sequence.

References:

[1] P. Granger, B. Biton, C. Faure, X. Vige, H. Depoortere, D. Graham, S.Z. Langer, B. Scatton, P.
Avenet, Mol. Pharmacol. 47 (1995) 1189-1194.
[2] N. Dimitrijevic, S. Dzitoyeva, R. Satta, M. Imbesi, S. Yildiz, H. Manev, Eur. J. Pharmacol. 519
(2005) 246-250.
[3] Q.S. Du, R.B. Huang, Y.T. Wei, C.H. Wang, K.C. Chou, J. Comput. Chem. 28 (2007) 2043-2050.
[4] K. Yu, N. Petrovsky, C. Schonbach, J.Y.L. Koh, V. Brusic, Mol. Med. 8 (2002) 137-148.
[5] K. Michals, R. Matalon, Am. J. Clinical Nutrition 42 (1985) 361-365.
[6] J. Pietz, R. Kreis, A. Rupp, E. Mayatepek, D. Rating, C. Boesch, H.J. Bremer, J. Clinical Investigation
103 (1999) 1169–1178.
[7] O. Snead, J. Neural Transm. 35 (1992) 7-12.
[8] G. Shirvani, N. Saemian, H. Matloubi, J. Labelled Cpd. Radiopharm. 50 (2007) 1234-1235.
[9] H. Matloubi, G. Shirvani, N. Saemian, J. Nuc. Sci. Tec. 33 (2005) 9-14.
[10] C. Berthelette, Z. Wang, J. Labelled Cpd. Radiopharm. 50 (2006) 1-5.
[11] M. Johansson, B. Koepcke, H. Anke, O. Sterner, Tetrahedron 58 (2002) 2523-2528.
[12] A.N. Santiago, R.A. Rossi, G. Lassaga, Z. Rappoport, J. Org. Chem. 61 (1996) 1125-1130.
[13] L. Hyeran, C. Agnieszka, A. Merle, B. Strekowski, L. Strekowski, J. Fluorine Chem. 91 (1998) 221-
224.