Stereoselective synthesis of mixed acetal glycosides by reaction of tri-O-acetyl-N-(2,4-dinitrophenyl)-.ALPHA.-D-glucosaminyl bromide with alcohol in acetone.
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概要
- 論文の詳細を見る
Some mixed acetal glycosides were stereoselectively synthesized by the reaction of 3,4,6-tri-<I>O</I>-acetyl-2-deoxy-2 -(2,4-dinitroanilino)-α-D-glucopyranosyl bromide with alcohols in acetone containing Hg(CN)<SUB>2</SUB>, HgBr<SUB>2</SUB>, and tetrabutylammonium bromide at room temperature. When <I>t</I>-butyl alcohol was used, a novel enol glycoside of acetone was formed.
- 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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Inada Shigeru
School of Pharmaceutical Sciences, Kitasato University
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Narita Tomoko
School of Pharmaceutical Sciences, Kitasato University
関連論文
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- Stereoselective Syntheses of α-Glucuronides Using 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.
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- 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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- Glucosidation of tetra-O-benzyl-.ALPHA.-D-glucose with chlorosilane and silver sulfonate.
- 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.
- The Synthesis of 3-Amino-3-deoxy-D-allose and Related Substances
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- The glucosylation of several alcohols with tetra-O-benzyl-.ALPHA.-D-glucopyranose and a mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine.
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