Ring-opening polymerization of 1,4-anhydro-3-O-benzyl-2-O-acyl-α-D-xylopyranose and synthesis of stereoregular (1→5)-β-D-xylofuranan

被引:4
作者
Hori, M [1 ]
Nakatsubo, F [1 ]
机构
[1] Kyoto Univ, Grad Sch Agr, Div Forest & Biomat Sci, Sakyo Ku, Kyoto 6068502, Japan
关键词
D O I
10.1021/ma980880q
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Ring-opening polymerizations of both 1,4-anhydro-3-O-benzyl-2-O-pivaloyl- (1) and 1,4-anhydro-3-O-benzyl-2-O-acetyl-alpha-D-xylopyranose (2) gave their respective (1-->5)-beta-D-xylofuranan derivatives. Subsequent removal of the protective groups gave stereoregular (1--5)-beta-D-xylofuranan for the first time. Polymerization of monomer 1 by PF5 gave 3-O-benzyl-2-O-pivaloyl-(1-->5)-beta-D-xylofuranan with [alpha](d)(25) -87.4 degrees and a number-average molecular weight of 16.9 x 10(3) (DPn = 55). Polymerization of monomer 2 by PF5 gave 3-O-benzyl-2-O-acetyl-(1-->5)-beta-D-xylofuranan with [alpha](D)(25) -121.1 degrees and a number-average molecular weight of 6.4 x 10(3) (DPn = 24). Removal of the acyl and benzyl groups gave nonnatural new stereoregular polysaccharide (1-->5)-beta-D-xylofuranan.
引用
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页码:7195 / 7198
页数:4
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