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

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

Volume: 10 Issue: 2

Author(s): Hualiang Huang

Affiliation:

Keywords: N, N’-Diacetyl-β-chitobiosyl allosamizoline, Synthesis, Trichloroacetimidate donors, o-nitrobenzyl ether, Photolysis, pseudotrisaccharide allosamidin, 5-hydroxy-2-nitrobenzaldehyde, polystyrene resin, saccharide

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.

Cite this article as:

Huang Hualiang, High-Efficiency Synthesis of N,N ’ -Diacetyl-β-Chitobiosyl Allosamizoline, Letters in Drug Design & Discovery 2013; 10 (2) . https://dx.doi.org/10.2174/157018013804725170