82231-48-9Relevant academic research and scientific papers
A STEREOSELECTIVE α-GLUCOSYLATION BY USE OF A MIXTURE OF 4-NITROBENZENESULFONYL CHLORIDE, SILVER TRIFLUOROMETHANESULFONATE, N,N-DIMETHYLACETAMIDE, AND TRIETHYLAMINE
Koto, Shinkiti,Morishima, Naohiko,Owa, Miho,Zen, Shonosuke
, p. 73 - 84 (2007/10/02)
Stereoselective α-glucosylation of partially protected carbohydrates with 2,3,4,6-tetra-O-benzyl-α-D-glucopyranose in dichloromethane, in the presence of a quaternary mixture of 4-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, N,N-dimethylacetamide, and triethylamine gave O-α-D-glucopyranosyl-(1->4)- and -(1->6)-2-acetamido-2-deoxy-D-glucopyranose (N-acetylmaltosamine and N-acetylisomaltosamine).A step-by-step synthesis of O-α-D-glucopyranosyl-(1->4)-O-6)>-D-glucopyranose is described.
A Study of the Rapid Anomerization of Poly-O-benzyl-β-D-glucopyranosides with Titanium Tetrachloride
Koto, Shinkiti,Morishima, Naohiko,Kawahara, Reiko,Ishikawa, Katsuhiko,Zen, Shonosuke
, p. 1092 - 1096 (2007/10/02)
Titanium tetrachloride rapidly anomerizes methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside in dichloromethane at 25 deg C.Evidence for the proposal that the benzyloxymethyl group on C-5 and the ring oxygen of the glucoside cooperate to prompt the reaction is described.The reagent anomerizes the interglycosidic linkage of several disaccharide derivatives.
DEHYDRATIVE α-GLUCOSYLATION USING A MIXTURE OF p-NITROBENZENESULFONYL CHLORIDE, SILVER TRIFLUOROMETHANESULFONATE, N,N-DIMETHYLACETAMIDE, AND TRIETHYLAMINE
Morishima, Naohiko,Koto, Shinkiti,Zen, Shonosuke
, p. 1039 - 1040 (2007/10/02)
Stereoselective synthesis of α-linked di- and trisaccharides is performed by the one-stage glucosylation using 2,3,4,6-tetra-O-benzyl-α-D-glucopyranose and a mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, N,N-dimethylacetami
Stereoselective α-Glucosylation with Tetra-O-benzyl-α-D-glucose and a Mixture of Trimethylsilyl Bromide, Cobalt(II) Bromide, Tetrabutylammonium Bromide, and a Molecular Sieve. A Synthesis of 3,6-Di-O-(α-D-glucopyranosyl)-D-glucose
Koto, Shinkiti,Morishima, Naohiko,Kusuhara, Chiharu,Sekido, Shigeko,Yoshida, Toyosaku,Zen, Shonosuke
, p. 2995 - 2999 (2007/10/02)
A mixture of trimethylsilyl bromide, cobalt(II) bromide, tetrabutylammonium bromide, and a molecular sieve (4A) is effective for the stereoselective, one-stage α-glucosylation of alcohol with 2,3,4,6-tetra-O-benzyl-α-D-glucopyranose in dichloromethane.Using this procedure, several disaccharide derivatives as well as O-α-D-glucopyranosyl-(1 -> 3)-O- 6)>-D-glucopyranose are synthesized.
