S. J. Meunier, R. Roy
Jul 29, 1996
Citations
0
Influential Citations
56
Citations
Journal
Tetrahedron Letters
Abstract
Abstract p - Tert -butylcalix[4]arene ( 1 ) was transformed into known tetraethyl ester 2 to provide cone-shaped calix[4]arene used for the scaffolding of tetravalent α-sialoside. Ester 2 was transformed into acid chloride 4 which after treatment with mono-Boc-1,4-butanediamine, trifluoroacetolysis and N-chloroacetylation afforded tetraamine 7 . Conjugation of α-thiosialoside 9 by nucleophilic substitution and deprotection furnished water-soluble tetravalent α-thiosialoside 12 which bound strongly to the plant lectin wheat germ agglutinin.