High-Efficiency Synthesis of N,N ’ -Diacetyl-β-Chitobiosyl Allosamizoline

Author(s): Hualiang Huang

Journal Name: Letters in Drug Design & Discovery

Volume 10 , Issue 2 , 2013

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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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Article Details

Year: 2013
Published on: 24 December, 2012
Page: [183 - 185]
Pages: 3
DOI: 10.2174/157018013804725170
Price: $65

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