Synthesis of Allosamidin Analogue Di-N-acetyl-β-chitobiosyl N-Glycoaminooxazoline

The solid-phase synthesis of di-N-acetyl-β-chitobiosyl N-glycoaminooxazoline 2 was studied. The synthesis was gone along using the N-benzyloxycarbonyl (Cbz) protected trichloroacetimidates 11 and 13 as donors, polystyrene as support, and o-nitrobenzyl ether tether as linker. The compound 2 was high-efficiently offered by three glycosylations, catalytic hydrogenolysis, acetylation, deacetylation, and photolysis, respectively.