High-Efficiency Synthesis of N,N ’ -Diacetyl-β-Chitobiosyl Allosamizoline
The high-efficiency synthesis of N,N’-diacetyl-β-chitobiosyl allosamizoline 2 was investigated. The Nbenzyloxycarbonyl
(Cbz) protected trichloroacetimidate donors 11 and 13 were synthesized by routine method. The solidphase
synthesis was performed using polystyrene as support and o-nitrobenzyl ether tether as linker. The target
allosamidin analogue 2 was efficiently obtained by iterative glycosylation reactions, catalytic hydrogenation, acetylation,
deacetylation, and photolysis, respectively.
Keywords: N, N’-Diacetyl-β-chitobiosyl allosamizoline, Synthesis, Trichloroacetimidate donors, o-nitrobenzyl ether, Photolysis, pseudotrisaccharide allosamidin, 5-hydroxy-2-nitrobenzaldehyde, polystyrene resin, saccharide
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