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Letters in Drug Design & Discovery

Editor-in-Chief

ISSN (Print): 1570-1808
ISSN (Online): 1875-628X

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

Author(s): Hualiang Huang

Volume 10, Issue 2, 2013

Page: [183 - 185] Pages: 3

DOI: 10.2174/157018013804725170

Price: $65

Abstract

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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