Preparation, single-crystal X-ray diffraction and high-resolution NMR spectroscopic analyses of N-[(1,4-anhydro-5-deoxy-2,3-O-isopropylidene-d,l-ribitol)-5-yl]trimethylammonium iodide

Carbohydrate Research

Volumn 341, Issue 11, 2006, Pages 1916-1921

  Dmochowska, Barbara ^a   Skorupa, Eugenia ^a   Pellowska Januszek, Lucyna ^a   Czarkowska, Monika ^a   Sikorski, Artur ^a   Wiśniewski, Andrzej ^a  

^a UNIVERSITY OF GDA SK   (Poland)

Author keywords

1,4 Anhydro d,l ribitol; 1H, 13C NMR spectroscopy; Quaternary ammonium salt; X ray crystallography

Indexed keywords

AMMONIUM COMPOUNDS; HYDROGEN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SINGLE CRYSTALS; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION ANALYSIS;

1,4-ANHYDRO-D,L-RIBITOL; 13C NMR SPECTROSCOPY; ISOLATION; QUATERNARY AMMONIUM SALT;

ORGANIC COMPOUNDS;

1,4 ANHYDRO 5 DEOXY 5 IODO 2,3 O ISOPROPYLIDENE DEXTRO LEVO RIBITOL; AMMONIUM DERIVATIVE; N [(1,4 ANHYDRO 5 DEOXY 2,3 O ISOPROPYLIDENE DEXTRO LEVO RIBITOL) 5 YL]TRIMETHYLAMMONIUM IODIDE; RIBITOL; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

CRYSTALLIZATION; CRYSTALLOGRAPHY, X-RAY; IODIDES; MAGNETIC RESONANCE SPECTROSCOPY; METHYLAMINES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUATERNARY AMMONIUM COMPOUNDS; RIBITOL; X-RAY DIFFRACTION;

EID: 33744979279     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2006.04.036     Document Type: Article

References (29)

1. Wiśniewski A. Wiad. Chem. 46 (1992) 847-861
2. Gagnon O., Gertman P.M., and Iber F.L. Am. J. Med. Sci. 254 (1967) 284
3. McAleer, W. J.; Marcus, H. Z. Jpn Kokai Tokkyo Koho, JP 6332, 767 [8832, 767].
4. Kondo, M.; Inoue, K., Jpn Kokai Tokkyo Koho, JP 6388, 197 [8888, 197].
5. Gaenshirt, K.; Handel, K. D.; Walker, W. H.; von Eisenhart-Rothe B. Ger. Offen. DE 3, 722, 984.
6. Institöris E., Szikla K., Ötvös L., and Gál F. Cancer Chemother. Pharmacol. 24 (1989) 311-313
7. Kozlov I.A., Politis P.K., Aerschot A.V., Busson R., Herdewijn P., and Orgel L.E. J. Am. Chem. Soc. 121 (1999) 2653-2656
8. Lescrinier E., Esnouf R.M., Schraml J., Busson R., and Herdewijn P. Helv. Chim. Acta 83 (2000) 1291-1310
9. Mantell S.J., Ford P.S., Watkin D.J., Fleet G.W.J., and Brown D. Tetrahedron 49 (1993) 3343-3358
10. Felli C., Carrea G., Chiari M., De Amici M., and De Micheli C. J. Chromatogr. A 741 (1996) 287-294
11. De Amici M., Dallanoce C., Angeli P., Marucci G., Cantalamessa F., and De Micheli C. Il Farmaco 55 (2000) 535-543
12. Hanessian S., Ponpipom M.M., and Lavallee P. Carbohydr. Res. 24 (1972) 45
13. Binkley R.W., and Hehemann D.G. J. Org. Chem. 43 (1978) 3244
14. Harrison I.T., and Harrison S. Compendium of Organic Synthetic Methods Vol. 1 (1971), Wiley Interscience, New York p 331
15. Harrison I.T., and Harrison S. Compendium of Organic Synthetic Methods Vol. 2 (1974), Wiley Interscience, New York p 137
16. Garegg P.J., and Samuelsson B. J. Chem. Soc., Perkin Trans. 1 (1980) 2866-2869
17. Skorupa E., Dmochowska B., Pellowska-Januszek L., Wojnowski W., Chojnacki J., and Wiśniewski A. Carbohydr. Res. 339 (2004) 2355-2362
18. Kurszewska M., Skorupowa E., Madaj J., and Wiśniewski A. J. Carbohydr. Chem. 23 (2003) 169-177
19. Kuma KM-4 Software User's Guide, v. 3.1, Kuma Diffraction: Wrocław, Poland, 1989.
20. Mortherwell S., and Clegg S. pluto-78; Program for Drawing and Molecular Structure (1978), University of Cambridge, UK
21. Johnson C. K. ORTEP II; Report ORNL-5138, Oak Ridge National Laboratory: Oak Ridge, TN, USA, 1976.
22. Sheldrick G.M. Acta Crystallogr., Sect. A 46 (1990) 467-473
23. Sheldrick G.M. shelxl-97. Program for Crystal Structure Refinement (1997), University of Göttingen, Göttingen
24. Walker N., and Stuart D. Acta Crystallogr., Sect. A 39 (1983) 158-166
25. Spek A.L. J. Appl. Crystallogr. 36 (2003) 7-13
26. Evans G.G., and Boeyens J.A. Acta Crystallogr., Sect. B 45 (1989) 581-590
27. Cremer D., and Pople J.A. J. Am. Chem. Soc. 97 (1975) 1354-1358
28. Rao S.T., Westhof E., and Sundaralingam M. Acta Crystallogr., Sect. A 37 (1981) 421-425
29. Altona C., Geise H.J., and Romers C. Tetrahedron 24 (1968) 13-32