Synthesis and structure of selected quaternary N-(1,4-anhydro-5-deoxy-2,3-O-isopropylidene-D,L-ribitol-5-yl)ammonium salts.
The syntheses have been developed for quaternary N-(1,4-anhydro-5-deoxy-2,3-O-isopropylidene-D,L-ribitol-5-yl)ammonium salts derived from five aromatic amines, pyridine, 2-methylpyridine, 3-carbamoylpyridine, 4-(N,N-dimethylamino)pyridine, and quinoline, as well as two tertiary aliphatic amines, trimethylamine and triethylamine. Reactions of 1,4-anhydro-2,3-O-isopropylidene-5-O-tosyl-D,L-ribitol with tri-n-propylamine and tri-n-butylamine were unsuccessful. The products were identified on the basis of their 1H and 13C NMR spectra. The structure of N-(1,4-anhydro-5-deoxy-2,3-O-isopropylidene-D,L-ribitol-5-yl)trimethylammonium tosylate was additionally elucidated by X-ray diffractometry.
Skorupa
Eugenia
E
Department of Chemistry, University of Gdańsk, Sobieskiego 18, PL-80-952 Gdańsk, Poland.
Dmochowska
Barbara
B
Pellowska-Januszek
Lucyna
L
Wojnowski
Wiesław
W
Chojnacki
Jarosław
J
Wiśniewski
Andrzej
A
D005021:Ethylamines / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008744:Methylamines / Q000737:chemistry; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011804:Quinolines / Q000737:chemistry; D012492:Salts / Q000138:chemical synthesis / Q000737:chemistry; D014961:X-Ray Diffraction
D005021:Ethylamines; D008744:Methylamines; D011725:Pyridines; D000644:Quaternary Ammonium Compounds; D011804:Quinolines; D012492:Salts; C023336:trimethylamine; C016162:triethylamine