Synthesis of Protected N‐Acetylchitooligosaccharide and Its Analogues: A Versatile Approach for the Synthesis of Complex Oligosaccharides of 2‐Amino‐2‐deoxy Sugar
作者： Zhen-Yuan ZHU , Yong-Min ZHANG , Chao SUN , Yan-Ping YAO
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摘要: A stepwise synthesis of oligosaccharide chains containing 2-amino-2-deoxy-D-glucopyranose units was elaborated as a new versatile approach for preparation biologically important oligosaccharides having 2-amino- 2-deoxysugars. Utilizing N-phthalic acyl group the protective amine, and phenylthiolate leaving at reducing terminal, protected N-acetylchitooligosaccharide its analogues, methyl (3-O-acetyl-4,6-O- benzylene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(14)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 4, (3-O-acetyl-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-(14)- (3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(14)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 6, (3-O-acetyl-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(13)-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranoside 8, (3-O-acetyl-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(13)-(4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(13)-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranoside 10, were designed synthesized by amino glucose starting material, which all characterized 1H NMR, 13C NMR HRMS.
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