Title:The Synthesis of Allosamidin and Its Analogue Di-N-Acetyl-β-Chitobiosyl NAG-Thiazoline Using the Photosensitive o-Nitrobenzyl Ether Tether as Linker
VOLUME: 9 ISSUE: 8
Author(s):Gangliang Huang and Fei Cheng
Affiliation:College of Chemistry, Chongqing Normal University, Chongqing, 400047, P.R. China.
Keywords:Allosamidin and its analogue, glycosylation reactions, o-nitrobenzyl ether, solid-phase synthesis, N-acetylglucosamine, filtration, byproducts, organic synthesis, oxygen, chloride.
Abstract:The solid-phase synthesis of allosamidin and its analogue di-N-acetyl-β-chitobiosyl NAG-thiazoline were investigated.
The synthesis was performed using polystyrene as support and o-nitrobenzyl ether tether as linker. The target
allosamidin 1 and di-N-acetyl-β-chitobiosyl N-acetylglucosamine (NAG)-thiazoline 2 were efficiently obtained by iterative
glycosylation reactions, catalytic hydrogenation, acetylation, deacetylation, and photolysis, respectively.
