A study of the rapid anomerization of poly-O-benzyl-.BETA.-D-glucopyranosides with titanium tetrachloride.
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概要
- 論文の詳細を見る
Titanium tetrachloride rapidly anomerizes methyl 2,3,4,6-tetra-<I>O</I>-benzyl-β-D-glucopyranoside in dichloromethane at 25 °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.
- 公益社団法人 日本化学会の論文
著者
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Zen Shonosuke
School Of Pharmaceutical Sciences Kitasato University
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Koto Shinkiti
School Of Pharmaceutical Sciences Kitasato University
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Morishima Naohiko
School Of Nursing Kitasato University
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Kawahara Reiko
School of Pharmaceutical Sciences, Kitasato University
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Ishikawa Katsuhiko
School of Pharmaceutical Sciences, Kitasato University
関連論文
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- Syntheses of Penta-O-benzyl-myo-inositols, O-β-L-Arabinosyl-(1→2)-sn-myo-inositol, O-α-D-Galactosyl-(1→3)-sn-myo-inositol, and O-α-D-Galactosyl-(1→6)-O-α-D-Galactosyl-(1→3)-sn-myo-inositol
- Glycosylation Using 2-Azido-3,4,6-tri-ο-benzyl-2-deoxy-D-glucose,-galactose, and -mannose with the Aid of ρ-Nitrobenzenesulfonyl Chloride-Silver Trifluoromethanesulfonate-Triethylamine System
- Synthesis of Glucose-Containing Linear Oligosaccharides Having α(1→4) and α(1→6) Linkages Using Stereoselective Dehydrative Glycosylation
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- A Novel, Readily Accessible Lactosaminyl Donor : N-Trichloroethoxycarbonyl-hexa-0-benzoyl-β-D-lactosaminyl Fluoride :
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- Stereoselective Syntheses of α-Glucuronides Using Dehydrative Glycosylation
- Synthesis of Methyl O -IX- D Mannosyl (1→4)-[(3-O-methyl-α-D-mannosyl)-(1→4) ]_n 3-O methyl-α-D-mannosides (n=O, 1, and 2) via Dehydrative Glycosylation
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- Syntheses of Isomaltose, Isomaltotetraose, and Isomaltooctaose
- A study of the rapid anomerization of poly-O-benzyl-.BETA.-D-glucopyranosides with titanium tetrachloride.
- A stereoselective one-stage .ALPHA.-glucosylation with 2,3,4,6-tetra-O-benzyl-.ALPHA.-D-glucopyranose and a mixture of methanesulfonic acid, cobalt(II) bromide, and tetraethylammonium perchlorate.
- The direct synthesis of methyl 2,4-di-O-benzyl-.ALPHA.-D-xylopyranoside by the regiospecific benzylation of methyl .ALPHA.-D-xylopyranoside.
- Synthesis of O-.BETA.-D-glucopyranosyl-(1.RAR.2)-O-.BETA.-D-glucopyranosyl-(1.RAR.6)-D-glucopyranose; Dehydrative .BETA.-D-glucosylation using 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose.
- The synthesis of .ALPHA.-D-galactopyranosyl and .ALPHA.-D-mannopyranosyl 2-amino-2-deoxy-.ALPHA.-D-glucopyranosides and the conformation of their glycoside linkage.
- .ALPHA.-D-glucosylation by 6-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose using trimethylsilyl triflate and pyridine. Synthesis of .ALPHA.-maltosyl and .ALPHA.-isomaltosyl .ALPHA.-D-glucosides.
- Partial benzylation of methyl .ALPHA.- and .BETA.-D-galactopyranosides.
- Stereoselective synthesis of mixed acetal glycosides by reaction of tri-O-acetyl-N-(2,4-dinitrophenyl)-.ALPHA.-D-glucosaminyl bromide with alcohol in acetone.
- A through-process for the preparation of methyl per-O-acetyl 1-thio-glycosides from aldoses.
- Synthesis of Anomeric Methyl 6-O-(L-Mycarosyl)-β-D-glucosaminides and 4-O-(L-Mycarosyl)-β-D-mycaminosides
- The Synthesis of Methyl 2,4,6-Tri-O-benzyl-α-D-glucopyranoside
- Partially benzylated derivatives of 6-deoxy-D-glucose.
- .ALPHA.-Glucosylation of phenols with tetra-O-benzyl-.ALPHA.-D-glucose.
- The stereoselective dehydrative .ALPHA.-glucosylation using 6-O-acetyl- and 6-O-p-nitrobenzoyl-2,3,4-tri-O-benzyl-D-glucopyranoses.
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- Preparation of 2,3,4,6-tetra-O-benzyl-D-mannose.
- The Synthesis of Purine Nucleosides of L-Mycarose and L-Cladinose
- Stereoselective .ALPHA.-glucosylation with tetra-O-benzyl-.ALPHA.-D-glucose and a mixture of trimethylsilyl bromide, cobalt(II) bromide, tetrabutylammonium bromide, and a molecular sieve. A synthesis of 3,6-di-O-(.ALPHA.-D-glucopyranosyl)-D-glucose.
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