Acyclic C-nucleosides: Synthesis of chiral 1,1-diheteroaryl-alditols and X-ray crystal structure of 2,3,5-tri-O-benzyl-1,1-di-(2'-pyrryl)-1-deoxyl-D-arabinitol

Tetrahedron Asymmetry

Volumn 8, Issue 17, 1997, Pages 2905-2912

  Cornia, Mara ^a   Capacchi, Silvia ^a   Del Pogetto, Monica ^a   Pelosi, Giorgio ^a   Gasparri Fava, Giovanna ^a  

^a UNIVERSITY OF PARMA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

2,3,5 TRI O BENZYL 1,1 DI (2' PYRRYL) 1 DEOXY DEXTRO ARABINITOL; ACYCLIC NUCLEOSIDE; ALDITOL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CRYSTAL STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 0030822142     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00328-5     Document Type: Article

References (37)

1. (a) Hacksell U., Daves, G. D., Progr. Med. Chem. 1985, 22, 1.
2. (b) Buchanan J. G., Craven D. A., Wightman R. H., Harnden M. R., J. Chem. Soc. Perkin Trans. 1 1991, 195.
3. (c) Bera S., Sakthivel K., Pathak T., Langley G. J., Tetrahedron, 1995, 57, 7857.
4. (a) Piantadosi C., Marasco J. C. J., J. Med. Chem. 1991, 34, 1408.
5. (b) Steim J. M., Neto C. C., Biochem. Biophys. Res. Commun. 1990, 171, 451.
6. (c) Chu C., Bhadti V. S., J. Med. Chem. 1991, 33, 2188.
7. (d) Robins M. J., Manfredini S., Wood S. G., Wanklin R. J., Rennie B. A., Sacks S. L., J. Med. Chem. 1991, 34, 2275.
8. (e) Lefebvre I., Périgaud C., Pompon A., Aubertin A. M., Girardet J. L., Kirn A., Gosselin G., Imbach J. L., J. Med. Chem. 1995, 38, 3941.
9. (f) Stubbe J., Nature, 1994, 370, 502.
10. (g) Samano V., Robins M. J., J. Am. Chem. Soc. 1992, 114, 4007.
11. (h) Baker C. H., Banzon J., Bollinger J. M., Stubbe J., J. Med. Chem. 1991, 34, 1879.
12. (i) Manfredini S., Baraldi P. G., Bazzanini R., Marangoni M., Simoni D., Balzarini J., De Clercq E., J. Med. Chem. 1995, 38, 199.
13. (a) Yokoyama M., Tanabe T., Toyoshima A., Togo H., Synthesis, 1993, 517.
14. (b) Girgis N. S., Smee D. F., Robins R. K., Cottam H. B., J. Med. Chem. 1990, 112, 2750.
15. (a) Cornia M., Casiraghi G., Tetrahedron, 1989, 45, 2869.
16. (b)Cornia M., Casiraghi G., Tetrahedron, 1990, 46, 3071.
17. (c) Casiraghi G., Cornia M., Rassu G., Del Sante C., Spanu P., Nat. Prod. Lett. 1992, 1, 45.
18. (d) Casiraghi G., Cornia M., Zanardi F., Rassu G., E. Ragg E., Bortolini R., J. Org. Chem. 1994, 59, 1801.
19. Casiraghi G., Cornia M., Rassu G., Del Sante C., Spanu P., Tetrahedron, 1992, 48, 5619.
20. Cornia M., Casiraghi G., Zetta L., J. Org. Chem. 1991, 56, 5466.
21. (a) Barral M. C., Jimenez-Aparicio R., Royer E. C., Ruiz-Valero C., Saucedo M. J., Urbanos F. A., Inorg. Chem. 1994, 33, 2692.
22. (b) Castro J., Romero J., Garcia-Vazquez A., Sousa A., Castineiras A., J. Chem. Cryst. 1994, 24, 469.
23. (c) Linden A., Wright A. D., Konig G. M., Acta Cryst. C (Cr. Str. Comm.), 1995, 51, 744.
24. (d) Castro J. A., Romero J., Garcia-Vazquez J. A., Castineiras A., Sousa A., Z. Anorg. Allg. Chem. 1993, 679, 601.
25. (e) Castro J., Romero J., Garcia-Vazquez J. A., Castineiras A., Sousa A., Transition Met. Chem. 1994, 79, 343.
26. (f) Morgan G. F., Deblaton M., Hussein W., Thornback J. R., Evrard G., Durant F., Stach J., Abram U., Abram S., Inorg. Chim. Acta 1991, 190, 257.
27. (g) Castro J. A., Romero J., Garcia-Vazquez J. A., Macias A., Sousa A., Englert U., Acta Cryst. C (Cr. Str. Comm.), 1994, 50, 369.
28. (h) Fulop F., Sillanpaa R., Dahlqvist M., Pihlaja K., Vainiotalo P., Heterocycles, 1994, 37, 1093.
29. (i) Kwiatkowski E., Kwiatkowski M., Olechnowicz A., Bandoli G., J. Cryst. Spectrosc. 1993, 23, 473.
30. (j) Castro J. A., Romero J., Garcia-Vazquez J. A., Sousa A., Castellano E. E., Zukerman-Schpector J., J. Coord. Chem. 1993, 30, 165.
31. (k) Jones R. A., Powell A. K., Whitmore A. P., Acta Cryst. C (Cr. Str. Comm.), 1996, 52, 1002.
32. (a) Altomare A., Burla M. C., Camalli, M., Cascarano G., Giacovazzo C., Guagliardi A., Polidori G., J. Appl. Crystallography, 1994, 27, 435.
33. (b) Sheldrick G. M., SHELXL-93, a program for crystal-structure refinement, University of Goettingen, 1993.
34. (c) International Tables for X-Ray Crystallography, Kynoch Press, Birmingham, 1975, 4.
35. (d) Nardelli M., Comput. Chem. 1983, 7, 95.
36. (e) Johnson C. K., ORTEP Report ORNL 3794, Oak Ridge National Laboratory, Tennessee, 1965.
37. (f) Motherwell W. D. S., PLUTO, a program for plotting molecular and crystal structures, University Chemical Laboratory Cambridge, England, 1976.