Liebigs Annalen der Chemie

Glycosyl Imidates, 65. Efficient synthesis of the Lewis antigen X (Lex) family

A Toepfer, W Kinzy, RR Schmidt

Index: Toepfer, Alexander; Kinzy, Willy; Schmidt, Richard R. Liebigs Annalen der Chemie, 1994 , # 5 p. 449 - 464

Full Text: HTML

Citation Number: 20

Abstract

Abstract tert-Butyldimethylsilyl 2-azido-4, 6-O-benzylideneglucopyranoside 5 proved to be a versatile starting material for the synthesis of the Le x antigen family. 3-O-Fucosylation of 5, ensuing reductive benzylidene ring cleavage, and then 4-O-galactosylation afforded Le x trisaccharide building block 12 which was readily converted into trisaccharide donor 14α, β and into trisaccharide 3c-O-acceptor 16. Their reaction in acetonitrile as solvent at low ...