Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Syntheses of O-α-and O-β-D-Galactopyranosyl-(1→6)-O-[α-D-glucopyranosyl-(1→4)]-D-glucopyranoses
鄭 大基手島 節三
著者情報
キーワード: molecular rotation
ジャーナル フリー

1978 年 26 巻 11 号 p. 3562-3564

詳細
抄録
The title branched trisaccharides were synthesized from 1, 2, 2', 3, 3', 4', 6'-hepta-O-acetyl-β-maltose (1). A modified Koenigs-Knorr condensation of 1 with 2, 3, 4, 6-tetra-O-benzyl-α-D-galactopyranosyl chloride or 2, 3, 4, 6-tetra-O-acetyl-α-D-galactopyranosyl bromide afforded a protected trisaccharide having α-D-or β-D-galactosidic linkage at the C-6 hydroxyl group in maltose, respectively. The yield was 37 or 52% from 1. The configuration of new galactosidic linkages in the trisaccharides was confirmed by comparison of the molecular rotation of their corresponding undecaacetates with the value of calculation. Deacetylation of the undecaacetates afforded the title trisaccharides.
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© The Pharmaceutical Society of Japan
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