Synthesis of various macrocycles containing pyridine and aminoalcohol units and studing their enantiomeric recognation characteristic

In this study, at first, two substances were choosed as starting material for preparing of makrocyclic rings. 4-methyl-2,6-dihydroxymethylphenol was bought commercialy. 2,6-Bis- (hydroxymethyl)pyridyn was reacted with p-toluensülfonylclorid to obtain 2,6- Bis(hydroximethyl)pyridynditosilate. Two starting substances were treated to obtain 2,6- Bis [2?,6?-bis( hidroksimetil)-4?-metilfenoksi]-metil] piridin. This product was reacted wiht 1M PBr3/CH2CI2 and, 2,6- Bis [[2?,6?-bis(bromomethyl)-4?-methylphenoxi]-methyl] pyridyn was obtained as a result of the nucleophilic substitution reaction of -OH and Br . Then the macrocycles, which contain three stereojenic center, were obtained the result of the cyclisation reaction of the 2,6- Bis [[2?,6?-bis(bromomethyl)-4?-methylphenoxi]-methyl] pyridyn with (R)-Glysinol, (R)-Leucinol, (R)-phenilalanilol aminoalchools. All compounds synthezed were identified by chemical analysis, IR, 1H NMR, 13C NMR , 1H-1H, 1H-13C corelation and DEPT. Finally these macrocycles were used for enantiomeric recognation of the various amin salts by UV titration.