SYNTHESIS AND PROPERTIES OF 6A-AMINO-6A-DEOXY-ALPHA AND 6A-AMINO-6A-DEOXY-BETA-CYCLODEXTRIN

Authors
BROWN SE COATES JH COGHLAN DR EASTON CJ VANEYK SJ JANOWSKI W LEPORE A LINCOLN SF LUO Y MAY BL SCHIESSER DS WANG P WILLIAMS ML
Citation
Se. Brown et al., SYNTHESIS AND PROPERTIES OF 6A-AMINO-6A-DEOXY-ALPHA AND 6A-AMINO-6A-DEOXY-BETA-CYCLODEXTRIN, Australian Journal of Chemistry, 46(6), 1993, pp. 953-958
Citations number
20
Categorie Soggetti
Chemistry
Journal title
Australian Journal of Chemistry → ACNP
ISSN journal
00049425
Volume
46
Issue
6
Year of publication
1993
Pages
953 - 958
Database
ISI
SICI code
0004-9425(1993)46:6<953:SAPO6A>2.0.ZU;2-J
Abstract
The monotosylates obtained by treatment of alpha- and beta-cyclodextri n with p-methylbenzenesulfonyl chloride reacted with ammonia to give t he title compounds. These amines are of unusually low basicity, with p K(a) values of 8.70 and 8.72, respectively. In water at 25-degrees, th e hydrochloride salt of the amine derived from beta-cyclodextrin is ap proximately 40 times more soluble than beta-cyclodextrin and, through complexation, the salt increases the solubility of Nabumetone over 800 times.