Synthesis of N,N’-Diacetyl-β-Chitobiosyl N-Glycooxazoline

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.

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