Synthesis of AZT 5'-Selenophosphoramidates via AZT 5'-H-Phosphonamidates

Article Preview

Abstract:

A novel and efficient method for the preparation of AZT 5'-selenophosphoramidates has been developed. Silylation of AZT 5'-H-phosphonamidates, followed by oxidative coupling and hydrolysis afforded 5'-selenophosphoramidates of AZT in good yields.

You might also be interested in these eBooks

Info:

Periodical:

Pages:

238-241

Citation:

Online since:

October 2013

Export:

Price:

Permissions CCC:

Permissions PLS:

Сopyright:

© 2014 Trans Tech Publications Ltd. All Rights Reserved

Share:

Citation:

* - Corresponding Author

[1] H. Mitsuya, K.J. Weinhold, P.A. Furman, M.H. StClair, S.N. Lehrman, R.C. Gallo, D. Bolognesi, D.W. Barry, S. Broder, Proc. Natl. Acad. Sci. USA Vol. 82 (1985), p.7096.

DOI: 10.1073/pnas.82.20.7096

Google Scholar

[2] J. Zemlicka, Biochim. Biophy. Acta. Vol. 1587 (2002), p.276.

Google Scholar

[3] C. McGuigan, R.N. Pathirana, J. Balzarini, E. De Clercq, J. Med. Chem. Vol. 36 (1993), p.1048.

Google Scholar

[4] T.W. Abraham, C.R. Wagner, Nucleosides Nucleotides Vol. 13 (1994), p.1891.

Google Scholar

[5] E.J. McIntee, R.P. Remmel, R.F. Schinazi, T.W. Abraham, C.R. Wagner, J. Med. Chem. Vol. 40 (1997), p.3323.

Google Scholar

[6] O. Adelfinskaya, P. Herdewijn, Angew. Chem. Int. Ed. Vol. 46 (2007), p.4356.

Google Scholar

[7] Z. -W. Miao, H. Fu, B. Han, Y. -F. Zhao, Synth. Commun. Vol. 32 (2002), p.1069.

Google Scholar

[8] J. Baraniak, R. Kaczmarek, W.J. Stec, Tetrahedron Lett. Vol. 41 (2000), p.9139.

Google Scholar

[9] P. Li, B.R. Shaw, J. Org. Chem. Vol. 70 (2005), p.2171.

Google Scholar

[10] Q. Sun, X. -J. Li, S. -S. Gong, G. Liu, L. Shen, L. Peng, Nucleosides, Nucleotides and Nucleic Acids, DOI: 10. 1080/15257770. 2013. 838262.

Google Scholar

[11] Q. Xiao, J. Sun, Q. Sun, Y. Ju, Y. -F. Zhao, Y. -X. Cui, Synthesis Vol. 1 (2003), p.107.

Google Scholar

[12] I. Kers, J. Stawinski, Tetrahedron Lett. Vol. 55 (1999), p.11579.

Google Scholar