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.
Keywords: Allosamidin and its analogue, glycosylation reactions, o-nitrobenzyl ether, solid-phase synthesis, N-acetylglucosamine, filtration, byproducts, organic synthesis, oxygen, chloride.
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