Collect. Czech. Chem. Commun. 2007, 72, 1331-1349
https://doi.org/10.1135/cccc20071331

Synthesis of Novel Carbocyclic Nucleosides and Pro-Tides Derived from 4-Oxatricyclo[4.2.1.03,7]nonane-9-methanol

Hubert Hřebabecký*, Martin Dračínský and Antonín Holý

Centre for New Antivirals and Antineoplastics, Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, v. v. i., 166 10 Prague 6, Czech Republic

References

1a. Balzarini J.: J. Pharm. World Sci. 1994, 16, 113. <https://doi.org/10.1007/BF01880662>
1b. De Clercq E.: Nature Rev. Drug Discovery 2002, 1, 13. <https://doi.org/10.1038/nrd703>
2a. Crimmins M. T., King B. W.: J. Org. Chem. 1996, 61, 4192. <https://doi.org/10.1021/jo960708p>
2b. Daluge S. M., Good S. S., Faletto M. B., Miller W. H., StClair M. H., Boone L. R., Tisdale M., Parry N. R., Reardon J. E., Dornsife R. E., Averett D. R., Krenitski T. A.: Antimicrob. Agents Chemother. 1997, 41, 1082. <https://doi.org/10.1128/AAC.41.5.1082>
2c. Hervey P. S., Perry C. M.: Drugs 2000, 60, 447. <https://doi.org/10.2165/00003495-200060020-00015>
3. Bisacchi G. S., Chao S. T., Bachard C., Daris J. P., Innaimo S., Jacobs G. A., Kocy O., Lapointe P., Martel A., Merchant Z., Slusarchyk W. A., Sundeen J. E., Young M. G., Colonno R., Zahler B.: Bioorg. Med. Chem. Lett. 1997, 7, 127. <https://doi.org/10.1016/S0960-894X(96)00594-X>
4. Kim H. S., Jacobson K. A.: Org. Lett. 2003, 5, 1665. <https://doi.org/10.1021/ol034326z>
5. Ohno M., Costanzi S., Kim H. S., Kempeneers V., Vastmans K., Herdewijn P., Maddileti S., Gao Z.-G., Harden T. K., Jacobson K. A.: Bioorg. Med. Chem. 2004, 12, 5619. <https://doi.org/10.1016/j.bmc.2004.07.067>
6. Hřebabecký H., Masojídková M., Holý A.: Collect. Czech. Chem. Commun. 2005, 70, 103. <https://doi.org/10.1135/cccc20050103>
7. Hřebabecký H., Masojídková M., Holý A.: Collect. Czech. Chem. Commun. 2005, 70, 519. <https://doi.org/10.1135/cccc20050519>
8. Hřebabecký H., Masojídková M., Dračínský M., Holý A.: Collect. Czech. Chem. Commun. 2006, 71, 871. <https://doi.org/10.1135/cccc20060871>
9. Šála M., Hřebabecký H., Masojídková M., Holý A.: Collect. Czech. Chem. Commun. 2006, 71, 635. <https://doi.org/10.1135/cccc20060635>
10a. Jochum A., Schlienger N., Egron D., Peyrottes S., Périgaud C.: J. Organomet. Chem. 2005, 690, 2614. <https://doi.org/10.1016/j.jorganchem.2004.11.015>
10b. Calogeropoulou T., Detsi A., Lekkas E., Koufaki M.: Curr. Top. Med. Chem. 2003, 3, 1467. <https://doi.org/10.2174/1568026033451763>
11. McGuigan C., Pathirana R. N., Mahmood N., Hay A.: J. Bioorg. Med. Chem. Lett. 1992, 2, 701. <https://doi.org/10.1016/S0960-894X(00)80395-9>
12. Koch H.: Monatsh. Chem. 1962, 93, 1343. <https://doi.org/10.1007/BF00909956>
13. Naemura K., Nakazuki M.: Bull. Chem. Soc. Jpn. 1973, 46, 888. <https://doi.org/10.1246/bcsj.46.888>
14. Patil R. T., Parveen G., Gumaste V. K., Bhawal B. H., Deshmukh A. R. A. S.: Synlett 2002, 1455.
15. Oakland J. S., Scheinmann F.: J. Chem. Soc., Perkin Trans. 1 1973, 800. <https://doi.org/10.1039/p19730000800>
16. Hřebabecký H., Masojídková M., Holý A.: Collect. Czech. Chem. Commun. 2004, 69, 435. <https://doi.org/10.1135/cccc20040435>
17a. Greenberg S. M., Ross L. O., Robins R. K.: J. Org. Chem. 1959, 24, 1314. <https://doi.org/10.1021/jo01091a039>
17b. Bhushan R. S., Vince R.: Bioorg. Med. Chem. 2002, 10, 2325. <https://doi.org/10.1016/S0968-0896(02)00063-9>
17c. Legraverend M., Boumchita H., Bisagni E.: Synthesis 1990, 587. <https://doi.org/10.1055/s-1990-26949>
18. McGuigan C., Pathirana R. N., Mahmood N., Devine K. G., Hay A. J.: Antiviral Res. 1992, 17, 311. <https://doi.org/10.1016/0166-3542(92)90026-2>
19. McGuigan C., Harris S. A., Daluge S. M., Gudmundsson K. S., McLean E. W., Burnette T. C., Marr H., Hazen R., Condreay L. D., Johnson L., De Clercq E., Balzarini J.: J. Med. Chem. 2005, 48, 3504. <https://doi.org/10.1021/jm0491400>
20. Balzarini J.: Unpublished results.