新产品编号:351713

Chemical Name: 3-(Dimethylaminocarbonyloxy)-2-(2,2-diphenylpropionyloxymethyl)-1-methylpyridinium iodide
CAS No. 204850-73-7 (cation)
项目整合开发状态: Biological Testing
项目研究机构: Walter Reed Army Institute (Originator)
合成路线:The carbamylation of 3-hydroxy-2-(hydroxymethyl)pyridine (I) with dimethylcarbamyl chloride produced a mixture of the desired 3-carbamate (II) along with the isomeric 2-carbamate (III) and the bis-carbamyl derivative (IV),which were separated by column chromatography.Methylation of (II) with iodomethane in hot acetone afforded the N-methyl pyridinium salt (V).

合成路线:The synthesis of the title compound has been achieved by several related procedures.Acid chloride (VII) was prepared by chlorination of 2,2-diphenylpropionic acid (VI) in refluxing SOCl2.Condensation of (VII) with the (hydroxymethyl)pyridine 3-carbamate (II) provided the corresponding ester (VIII).This compound was also obtained by acylation of 3-hydroxy-2-(hydroxymethyl)pyridine (I) with acid chloride (VII),followed by carbamylation of the resultant hydroxy ester (IX).Quaternization of pyridine (VIII) with iodomethane in deuterated acetone furnished the target N-methylpyridinium salt.The title compound was alternatively prepared by condensation between acid chloride (VII) and the pyridinium alcohol (V) in deuterated pyridine.