Abstract
The synthesis of N,N’-diacetyl-β-chitobiosyl N-glycooxazoline 2 was investigated. A routine method was used to prepare the N-benzyloxycarbonyl (Cbz) protected trichloroacetimidate donors 11 and 13. The synthesis was carried through using polystyrene as solid-phase support and o-nitrobenzyl ether tether as linker. The target compound 2 was efficiently obtained by iterative glycosylations, catalytic hydrogenation, acetylation, deacetylation, and photolysis.
Keywords: N, N’-Diacetyl-β-chitobiosyl N-glycooxazoline, synthesis, glycosylation, catalytic hydrogenation, photolysis
Letters in Organic Chemistry
Title:Synthesis of N,N’-Diacetyl-β-Chitobiosyl N-Glycooxazoline
Volume: 10 Issue: 2
Author(s): Hualiang Huang, Shuangquan Shu, Feng Xiao and Gangliang Huang
Affiliation:
Keywords: N, N’-Diacetyl-β-chitobiosyl N-glycooxazoline, synthesis, glycosylation, catalytic hydrogenation, photolysis
Abstract: The synthesis of N,N’-diacetyl-β-chitobiosyl N-glycooxazoline 2 was investigated. A routine method was used to prepare the N-benzyloxycarbonyl (Cbz) protected trichloroacetimidate donors 11 and 13. The synthesis was carried through using polystyrene as solid-phase support and o-nitrobenzyl ether tether as linker. The target compound 2 was efficiently obtained by iterative glycosylations, catalytic hydrogenation, acetylation, deacetylation, and photolysis.
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Cite this article as:
Huang Hualiang, Shu Shuangquan, Xiao Feng and Huang Gangliang, Synthesis of N,N’-Diacetyl-β-Chitobiosyl N-Glycooxazoline, Letters in Organic Chemistry 2013; 10 (2) . https://dx.doi.org/10.2174/1570178611310020004
DOI https://dx.doi.org/10.2174/1570178611310020004 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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