Selective α-D-Galactosylation of Benzyl 4,6-O-Benzyhdene-β-D-Galacto-Pyranoside with 2,3,4,6-Tetra-O-Benzyl-α-D-Galactopyranosyl Bromide Under Catalysis by Halide Ion
作者:
Ken'Ichi Takeo,
Hideaki Maeda,
期刊:
Journal of Carbohydrate Chemistry
(Taylor Available online 1988)
卷期:
Volume 7,
issue 2
页码: 309-316
ISSN:0732-8303
年代: 1988
DOI:10.1080/07328308808058927
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
Selective glycosylation of benzyl 4,6-O-benzylidene-β-D-galacto-pyranoside (1) with 1.5 mole equivalent of 2,3,4,6-tetra-O-binzyl-α-D-galactopyranosyl bromide (2) catalyzed by halide ion gave the (1→2)-α-(5) and (l→3)-α-D-linked disaccharide (7) derivatives in 22 and 40% yields, respectively. The D-galactose unit at the reducing end of 2-O-α-D-galactopyranosyl-D-galactose [11) at equilibrium in D2O was shown By13C NMR spectroscopy to exist in the pyranose and furanose forms in the ratio of ∼2:1.
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