Collect. Czech. Chem. Commun.
2000, 65, 1357-1373
https://doi.org/10.1135/cccc20001357
Synthesis of Acyclic Nucleotide Analogues Derived from 2-Amino-6-C-substituted Purines via Cross-Coupling Reactions of 2-Amino-9-{2-[(diisopropoxyphosphoryl)methoxy]ethyl}-6-halopurines with Diverse Organometallic Reagents
Michal Česnek, Michal Hocek* and Antonín Holý
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
References
1a. Holý A. in: Advances in Drug Design (E. De Clercq, Ed.), Vol. 1, p. 179. JAI Press Inc., Greenwich (U.S.A.)–London 1993.
1b. Holý A., Dvořáková H., Jindřich J. in: Antibiotics and Antiviral Compounds (K. Krohn, H. A. Kirst and H. Maag, Eds), p. 455. Verlag Chemie, Berlin–Heidelberg 1993.
1c. E.: Collect. Czech. Chem. Commun. 1998, 63, 449.
<https://doi.org/10.1135/cccc19980449>
1d. E.: Collect. Czech. Chem. Commun. 1998, 63, 480.
<https://doi.org/10.1135/cccc19980480>
2a. A., Votruba I., Merta A., Černý J., Veselý J., Šedivá K., Rosenberg I., Otmar M., Hřebabecký H., Trávníček M., Vonka V., Snoeck R., De Clercq E.: Antiviral Res. 1990, 13, 295.
<https://doi.org/10.1016/0166-3542(90)90014-X>
2b. A., Günter J., Dvořáková H., Masojídková M., Andrei G., Snoeck R., Balzarini J., De Clercq E.: J. Med. Chem. 1999, 42, 2064.
<https://doi.org/10.1021/jm9811256>
3a. A., Neyts J., Holý A., Wutzler P., De Clercq E.: Antivir. Chem. Chemother. 1998, 9, 275.
<https://doi.org/10.1177/095632029800900309>
3b. Holý A., Zídek Z., Votruba I.: Collect. Czech. Chem. Commun. 1996, 61 (Special Issue), S182.
3c. Z., Holý A., Franková D.: Int. J. Immunopharmacol. 1997, 19, 587.
<https://doi.org/10.1016/S0192-0561(97)00047-7>
3d. B., Zídek Z., Holý A., Votruba I., Sladká M., Marinov I., Leskova V.: In Vivo 1997, 11, 163.
4a. M., Masojídková M., Holý A., Andrei G., Snoeck R., Balzarini J., De Clercq E.: Collect. Czech. Chem. Commun. 1996, 61, 1525.
<https://doi.org/10.1135/cccc19961525>
4b. Hocek M., Holý A.: Collect. Czech. Chem. Commun. 1996, 61 (Special Issue), S55.
5. M., Masojídková M., Holý A.: Tetrahedron 1997, 53, 2291.
<https://doi.org/10.1016/S0040-4020(96)01130-1>
6. M., Masojídková M., Holý A.: Collect. Czech. Chem. Commun. 1997, 62, 136.
<https://doi.org/10.1135/cccc19970136>
7. H., Dvořák D., Holý A.: Collect. Czech. Chem. Commun. 1998, 63, 2065.
<https://doi.org/10.1135/cccc19982065>
8. M., Holý A.: Collect. Czech. Chem. Commun. 1999, 64, 229.
<https://doi.org/10.1135/cccc19990229>
9. D. E., Reddy P. A.: Tetrahedron Lett. 1982, 23, 4191.
<https://doi.org/10.1016/S0040-4039(00)88701-8>
9b. K. G., Josef K. A., Bacon E. R., Carabates P. M., Rumney S. IV, Pilling G. M., Krafte D. S., Volberg W. A., Dillon K., Dugrenier N., Briggs G. M., Canniff P. C., Gorczyca W. P., Stankus G. P., Ezrin A. M.: J. Med. Chem. 1995, 38, 2582.
<https://doi.org/10.1021/jm00014a011>
10a. L.-L.: Tetrahedron Lett. 1994, 35, 3155.
<https://doi.org/10.1016/S0040-4039(00)76855-9>
10b. L.-L., Bakkestuen A. K., Aasen A. J., Overas H., Rise F.: Tetrahedron 1994, 50, 9743.
<https://doi.org/10.1016/S0040-4020(01)85540-X>
10c. L.-L., Langli G., Rise F.: Tetrahedron Lett. 1995, 36, 1945.
<https://doi.org/10.1016/0040-4039(95)00163-7>
10d. A. A., Mamos P., Weyns N. J., Ikeda S., De Clercq E., Herdewijn E.: J. Med. Chem. 1995, 36, 2938.
<https://doi.org/10.1021/jm00072a013>
11. K., Kitade Y., Kanbe Y., Maki Y.: J. Org. Chem. 1992, 57, 5268.
<https://doi.org/10.1021/jo00045a051>
12a. T. C., Glass D.: J. Heterocycl. Chem. 1987, 24, 1551.
<https://doi.org/10.1002/jhet.5570240610>
12b. H., Dvořák D., Holý A.: Tetrahedron Lett. 1996, 37, 1285.
<https://doi.org/10.1016/0040-4039(95)02375-5>
13. M., Hocek M., Česnek M., Dvořák D.: Synlett 1999, 1145.
<https://doi.org/10.1055/s-1999-2753>
14. M., Holý A., Votruba I., Dvořáková H.: J. Med. Chem. 2000, 43, 1817.
<https://doi.org/10.1021/jm991167+>
15. M., Studenovský M., Dvořák D.: Collect. Czech. Chem. Commun. 2000, 65, 797.
<https://doi.org/10.1135/cccc20000797>
16a. T. M., Prasad A. S. B., Citineni J. B., Knochel P.: Tetrahedron Lett. 1996, 37, 8375.
<https://doi.org/10.1016/0040-4039(96)01934-X>
16b. A. S. B., Stevenson T. M., Citineni J. B., Nyzam V., Knochel P.: Tetrahedron 1997, 53, 7237.
<https://doi.org/10.1016/S0040-4020(97)00427-4>
17. J. A., Hewson K: J. Med. Chem. 1968, 11, 48.
<https://doi.org/10.1021/jm00307a010>
18a. Y., Yamamoto K., Asai T., Nakano M., Kumadaki I.: J. Chem. Soc., Perkin Trans. 1 1980, 2755.
<https://doi.org/10.1039/p19800002755>
18b. D., Hocek M., Dvořáková H., Votruba I.: Tetrahedron 1999, 55, 11109.
<https://doi.org/10.1016/S0040-4020(99)00615-8>
19. A., Gundersen L. L., Rise F., Eriksen A. B., Vollsnes A. V., Wang L. N.: Tetrahedron 1999, 55, 211.
<https://doi.org/10.1016/S0040-4020(98)01027-8>
20. A. K., Gundersen L. L., Langli G., Liu F., Nolsøe J. M. J.: Bioorg. Med. Chem. Lett. 2000, 10, 1207.
<https://doi.org/10.1016/S0960-894X(00)00188-8>
21. G. S., Singh J., Godfrey J. D., Kissick T. P., Mitt T., Malley M. F., Di Marco J. D., Gougoutas J. Z., Mueller R. H., Zahler R.: J. Org. Chem. 1995, 60, 2902.
<https://doi.org/10.1021/jo00114a047>
22. A. S., Roberts D. A., Ruddock K. S.: Synthesis 1987, 843.
<https://doi.org/10.1055/s-1987-28098>
23. K., Gunji A., Yanagi K., Miki M.: J. Org. Chem. 1996, 61, 4784.
<https://doi.org/10.1021/jo9600363>
24a. A. S., Roberts D. A., Ruddock K. S.: Tetrahedron Lett. 1988, 29, 5013.
<https://doi.org/10.1016/S0040-4039(00)80667-X>
24b. P., Pannecouque C., Snoeck R., Claes P., De Clercq E., Herdewijn P.: J. Med. Chem. 1991, 34, 2383.
<https://doi.org/10.1021/jm00112a011>
25. K., Repstad T., Beneche T., Undheim K.: Acta Chem. Scand. 1993, 47, 57.
<https://doi.org/10.3891/acta.chem.scand.47-0057>
26. Andrei G., Snoeck R., Balzarini J., De Clercq E.: Unpublished results.

