Structural study of (±) alkyl 3-hydroxy-1-azabicyclo [2.2.2] octane-3-carboxylates

Journal of Molecular Structure

Volumn 644, Issue 1-3, 2003, Pages 171-179

  Arias Perez M S ^a   Cosme, A ^a   Galvez E ^a   Sanz Aparicio, J ^b   Fonseca, I ^b   Bellanato, J ^c  

^a UNIVERSITY OF ALCALÁ   (Spain)

^b INSTITUTO DE QUÍMICA FÍSICA ROCASOLANO   (Spain)

^c INSTITUTO DE ÓPTICA   (Spain)

Author keywords

Hydroxyesters; 3 Hydroxy 1 azabicyclo 2.2.2 octane 3 carboxylates; NMR spectroscopy; Quinuclidine derivatives; X ray crystallography

Indexed keywords

3 HYDROXY 1 AZABICYCLO[2.2.2]OCTANE 3 CARBOXYLIC ACID; CARBOXYLIC ACID DERIVATIVE; HYDROGEN; UNCLASSIFIED DRUG;

ARTICLE; CRYSTAL STRUCTURE; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STRUCTURE ANALYSIS; SYNTHESIS; X RAY DIFFRACTION;

EID: 0037233971     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-2860(02)00490-8     Document Type: Article

References (29)

1. M.H. Aprison, E. Gálvez, K.B. Lipkowitz, J. Neurosci. Res. 43 (1996) 127.
2. R.A. Glennon, M. Dukat, Pharm. Acta Helv. 74 (2000) 103.
3. A. Morreale, I. Iriepa, E. Gálvez, Curr. Med. Chem. 9 (2002) 99.
4. F.D. King, J.B. Jones, G.J. Sanger, 5-Hydroxytryptamine-3-Receptor Antagonists, CRC Press, Boca Raton, FL, 1994.
5. P. Krogsgaard-Larsen, B. Frlund, U. Kristiansen, K. Frydenvang, B. Ebert, Eur. J. Pharm. Sci. 2 (1997) 355.
6. E. Gälvez-Ruano, I. Iriepa, A. Morreale, D.B. Boyd, J. Mol. Graphics Modell. 20 (2001) 183 and references cited therein.
7. M.S. Arias-Pérez, A. Cosme, E. Gálvez, M.J. Santos, M. Martinez-Ripoll, E. Matesanz, J. Mol. Struct. 565/566 (2001) 353.
8. J. Saunders, M. Cassidy, S.B. Freedman, E.A. Harley, L.L. Iversen, C. Kneen, A.M. McLeod, K.J. Merchant, R.J. Snow, R. Baker, J. Med. Chem. 33 (1990) 1128.
9. V.I. Cohen, R.E. Gibson, L.H. Fan, R. De la Cruz, M.S. Gitler, E. Hariman, R.C. Reba, J. Med. Chem. 34 (1991) 2989.
10. F.I. Carrol, P. Abraham, K. Parham, R.C. Griffith, A. Ahmad, M.M. Richard, F.N. Padilla, J.M. Witkin, P.K. Chiang, J. Med. Chem. 30 (1987) 805.
11. V. Schmieden, H. Betz, Mol. Pharmacol. 48 (1995) 919.
12. P. Main, S.J. Fiske, S.E. Hull, L. Lessinger, G. Germain, J.-P. Declercq, M.H. Woolfson, MULTAN 80: A System of Computer Programs for Automatic Solution of Crystal Structures from X-ray Diffraction Data, University of York, England and Louvain, Belgium, 1980.
13. J.M. Stewart, P.A. Manchin, C.L. Dickinson, H.L. Ammon, H. Heck, H. Flack, The X-ray 76 System, Technical Report TR-446, Computer Science Center, University of Maryland, College Park, MD, 1976.
14. M. Martinez-Ripoll, F.H. Cano, PESOS: A Computer Program for the Automatic Treatment of Weighting Schemes, Institute Rocasolano, CSIC, Madrid, Spain, 1975.
15. M. Nardelli, Comput. Chem. 7 (1983) 95.
16. International Tables for X-Ray Crystallography, vol. IV, Kyonch Press, Brmingham, England, 1974.
17. H. Günther, NMR Spectroscopy, Wiley, Chichester, 1995.
18. S. Castellano, A.A. Bothner-By,J. Chem. Phys. 41 (1963) 3863.
19. G.G. Trigo, M. Martlínez, E. Gälvez, R. Cabezas, J. Heterocycl. Chem. 18 (1981) 1507.
20. M.S. Arias, A. Cosme, E. Gánlvez, F. Florencio, I. Fonseca, J. Sanz, Magn. Reson. Chem. 29 (1991) 1130.
21. C. Chang, D.S.C. Yang, C.S. Yoo, B. Wang, J. Pletcher, M. Sax, C.F. Terrence, Acta Cryst. B38 (1982) 2065.
22. V.N. Goka, G. Schlewer, J.M. Linget, J.P. Chambon, C.G. Wermuth, J. Med. Chem. 34 (1991) 2547.
23. M.F. Claydon, N. Sheppard, Chem. Commun. D23 (1969) 359.
24. C. Burgos, M.L. Izquierdo, M.S. Arias, E. Gálvez, E. Matesanz, M. Martinez-Ripoll, J. Sanz-Aparicio, I. Fonseca, J. Bellanato, P. López-Ruiz, J. Mol. Struct. 301 (1993) 95.
25. E. Breitmaier, W. Voelter, Carbon-13 NMR Spectroscopy, High-Resolution Methods and Applications in Organic Chemistry and Biochemistry, Verlag Chemie, Weinheim, 1987.
26. F.W. Wehrli, A.P. Marchand, S. Wehrli, Interpretation of Carbon-13 Spectra, Second ed., Wiley, Chichester, 1988.
27. M.S. Arias-Pérez, A. Alejo, A. Maroto, Tetrahedron 53 (1997) 13099.
28. A.P. Marchand, Stereochemical Applications of NMR Studies in Rigid Bicyclic Systems, Verlag Chemie, Weinheim, 1982.
29. E.L. Eliel, S.H. Wilen, N. Mander, Stereochemistry of Organic Compounds, Wiley, New York, 1994.