Synthesis and Properties of 6A-Amino-6A-deoxy-α and β-cyclodextrin
SE Brown, JH Coates, DR Coghlan, CJ Easton, SJ Vaneyk, W Janowski, A Lepore, SF Lincoln, Y Luo, BL May, DS Schiesser, P Wang and ML Williams
Australian Journal of Chemistry
46(6) 953 - 958
Published: 1993
Abstract
The monotosylates obtained by treatment of α- and β- cyclodextrin with p- methylbenzenesulfonyl chloride reacted with ammonia to give the title compounds. These amines are of unusually low basicity , with pKa values of 8.70 and 8.72, respectively. In water at 25°, the hydrochloride salt of the amine derived from β- cyclodextrin is approximately 40 times more soluble than β-cyclodextrin and, through complexation, the salt increases the solubility of Nabumetone over 800 times.
https://doi.org/10.1071/CH9930953
© CSIRO 1993
