Studies on Sialic Acids. V. Synthesis of α-and β-D-Neu5Acp-(2→6)-lactose
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概要
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The reaction of methyl 5-acetamide-4,7,8,9-tetra-O-acetyl-2-chloro-2,3,5-trideoxy-D-glycero-β-D-galacto-2-nonulopyranosonate with 1,6-anhydro-2,2', 3,3', 4', -penta-O-benzyl-β-D-lactose in the presence of mercury cyanide and mercury bromide gave a 1 : 1 mixture of the two anomers of the (2→6) linked trisaccharide. O-(Methyl (5-acetamide-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate)-(2→6)-O-(2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1→4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose and the corresponding β-(2→6) linked isomer could be isolated by chromatography. A deprotection sequence, acetolysis, hydrogenolysis, deacetylation and saponificaiton led to O-(5-acetamide-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2→6)-O-β-D-galactopyranosyl-(1→4)-D-glucopyranose and to the corresponding β-(2→6)linked compound.
- 公益社団法人日本薬学会の論文
- 1986-07-25
著者
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古畑 公夫
School of Pharmaceutical Sciences, Kitasato University
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小倉 治夫
School of Pharmaceutical Sciences, Kitasato University
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伊藤 正善
Central Research Laboratory, MECT Co., Ltd.,
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小倉 治夫
School Of Pharmaceutical Sciences Kitasato University
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伊藤 正善
メクト中研
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志鳥 善保
メクト中研
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穴沢 克子
School of Pharmaceutical Sciences, Kitasato University
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志鳥 善保
School of Pharmaceutical Sciences, Kitasato University
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穴沢 克子
School Of Pharmaceutical Sciences Kitasato University.
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