The Synthesis of Allosamidin and Its Analogue Di-N-Acetyl-β-Chitobiosyl NAG-Thiazoline Using the Photosensitive o-Nitrobenzyl Ether Tether as Linker

Title:The Synthesis of Allosamidin and Its Analogue Di-N-Acetyl-β-Chitobiosyl NAG-Thiazoline Using the Photosensitive o-Nitrobenzyl Ether Tether as Linker

Volume: 9 Issue: 8

Author(s): Gangliang Huang and Fei Cheng

Affiliation:

Keywords: Allosamidin and its analogue, glycosylation reactions, o-nitrobenzyl ether, solid-phase synthesis, N-acetylglucosamine, filtration, byproducts, organic synthesis, oxygen, chloride.

Abstract: The solid-phase synthesis of allosamidin and its analogue di-N-acetyl-β-chitobiosyl NAG-thiazoline were investigated. The synthesis was performed using polystyrene as support and o-nitrobenzyl ether tether as linker. The target allosamidin 1 and di-N-acetyl-β-chitobiosyl N-acetylglucosamine (NAG)-thiazoline 2 were efficiently obtained by iterative glycosylation reactions, catalytic hydrogenation, acetylation, deacetylation, and photolysis, respectively.

Cite this article as:

Huang Gangliang and Cheng Fei, The Synthesis of Allosamidin and Its Analogue Di-N-Acetyl-β-Chitobiosyl NAG-Thiazoline Using the Photosensitive o-Nitrobenzyl Ether Tether as Linker, Letters in Organic Chemistry 2012; 9 (8) . https://dx.doi.org/10.2174/157017812802850267