Studies on Sialic Acids. XXV. Synthesis of the α- and β-N-Glycosides of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN)
スポンサーリンク
概要
- 論文の詳細を見る
Several α- and β-N-glycosides of 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (1,KDN) were synthesized under Vorbruggen and Williamson reaction conditions. Two hexa-O-acetyl derivatives of 1 were treated with trimethylsilyl deriatives of pyrimidine, 5-fluoropyrimidine and 5-methylpyrimidine, and azidotrimethylsilane so give mixtures of α- and -β-N-glycoside derivatives of 1. Two penta-O-acetyl-2-chloro derivatives of 1 were treated with the sodium salts of 2,4(1H, 3H)-pyrimidinedione, 5-fluoro-2,4(1H, 3H)-pyrimidinedione and 5-methyl-2,4(1H, 3H)-pyimidinedione to give only the α-N-glycosides. THe anomeric configurations of these compounds could be elucidated on the basis of the coupling pattern of C-1 in ^<13>C-nuclear magnetic resonance spectral analysis.
- 社団法人日本薬学会の論文
- 1991-12-25
著者
-
古畑 公夫
School of Pharmaceutical Sciences, Kitasato University
-
小倉 治夫
School of Pharmaceutical Sciences, Kitasato University
-
古畑 公夫
北里大薬
-
小倉 治夫
北里大学
-
小倉 治夫
School Of Pharmaceutical Sciences Kitasato University
-
山崎 聡子
School Of Pharmaceutical Sciences Kitasato University
-
中村 光延
School of Pharmaceutical Sciences, Kitasato University
-
中村 光延
School Of Pharmaceutical Sciences Kitasato University
関連論文
- Studies on Sialic Acids. XIV. Lactone Derivatives of N-Acetylneuraminic Acid
- Studies on Sialic Acids. VII. : The Crystal and Molecular Structure of N-Acetyl-2,3-dehydro-2-deoxyneuraminic Acid
- Studies on Sialic Acids. XI. : Synthesis of 2-O-Clycosyl Derivatives of N-Acetylneuraminic Acid
- Synthesis of 2-(5-Cholesten-3β-yloxy) Glycosides of N-Acetyl-D-neuraminic Acid Derivatives(Organic,Chemical)
- 95(P33) ベニバナの水溶性黄色色素成分の絶対構造(ポスター発表の部)
- Studies on Sialic Acids. XXV. Synthesis of the α- and β-N-Glycosides of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN)
- Improved Procedures for the Syntheses of Pyrido- and Pyrrolo[2,3-d]pyrimidines, and Ribosides Thereof
- Structure of Leucomycin A_1
- 12 Leucomycinの構造
- The Photocycloaddition Reactions of Uridine and Related Compounds with 2,3-Dimethyl-2-butene
- Syntheses of Some Tricyclic Heterocycles from 5,6-Diamino-1,3-dimethyluracil
- Synthesis and Thermal Cyclization Reactions of Methyl Isocrotonate Derivatives(Organic,Chemical)
- Simple Syntheses of 1,3-Dialkylpyrrolo-and Furopyrimidines
- A Simple Synthesis of 1,3-Dialkylpyrido [2,3-d] pyrimidines
- Structural Elucidation of the Reaction Products of Benzoxazole Derivatives with Dimethyl Acetylenedicarboxylate. V
- Some Novel Reactions of 1,3-Dimethyluracils. II. Studies on New Stable Pyrimidine Ring-Opened Compounds
- Photochemical Synthesis of Fused Tricyclic Compounds from Bis-6,6'-(1,3-dialkyluracilyl) sulfides
- Studies on Heterocyclic Compounds. XVII. Reaction of 6-Mercapto-1,3-Dimethyluracil with Electrophilic Reagents
- C-Glycosyl Nucleosides. II. Reaction of Sugar Aldehyde with Acetylenic Grignard Reagents
- Studies on Heterocyclic Compounds. XIV. 1,3-Dipolar Cycloaddition Reaction of Dimethyl Acetylenedicarboxylate with Phenylhydrazones
- Studies on Heterocyclic Compounds. XIII. Reaction of 2-Amino-benzazoles with Acetylenic Compounds
- Derivatives of Imidazo [2,1-b] benzoxazole (Studies on Heterocyclic Compounds. VIII)
- Derivatives of Imidazo [2,1-b] benzothiazole (Studies on Heterocyclic Compounds. VII)
- 医薬品の新素材としてのシアル酸誘導体
- Studies on Sialic Acids. XIII. : Isolation of 3-Deoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid (KDN) from Chum Salmon, Oncorhynchus keta
- Formation of 4-p-Bromophenyl-5-hydroxy-3-methoxycarbonyl-5,6-dihydro-4H-1,2-oxazine by Means of New Ring Transformation of an Isoxazoline-2-oxide
- Synthesis of (Z)-N-[5-(3-Aryl)-[1,2,4]oxadiazolyl]-N-[(methylcarbamoyl)methyl]benzamidoximes
- Studies on Lactams. VII. 6-Isothiocyanatopenicillanate and 7-Isothiocyanatodeacetoxycephalosporanate and Their Reactions
- A Convenient Synthesis of S-Glycosyl Donors of D-Glucose and O-Glycosylations Involving the New Reagent
- A Molecular Orbital Study on the n-π^* Cotton Effect of ε-Caprolactam
- Syntheses of 7-Alkyl-1,3,6-trimethylpyrrolo[2,3-d]pyrimidines and 4-Alkylamino-2,5-dimethyl-2,3-dihydrofuro[3,2-e]pyrimidines
- Studies on Metal Complexes of Isocytosine Derivatives : The Crystal Structures of Mercury(II) and Nickel(II) Complexes of 2-Hydrazino-4-hydroxy-6-methylpyrimidine
- Studies on Metal Complexes of Isocytosine Derivatives : The Molecular Structures of Platinum(II)and Platinum(IV)Complexes of 2-Hydrazino-4-hydroxy-6-methylpyrimidine
- Crystal Structure of Benzene : Pecric Acid Complex
- Inhibition of Sialyltransferases of Murine Lymphocytes by Disaccharide Nucleosides
- Induction of Suppressor T Cells by Neuraminic Acid Derivatives
- Studies on Nucleoside Analogs. XXI. : A Convenient Synthesis of 1,2,4-Triazole-5-thione Glycosides
- Studies on Nucleoside Analogs. XXII. Reactions of Glycosyl Isothiocyanates : Syntheses of Glycosylamino-1,2,3-thiadiazoles and 1,2,4,6-Thiatriazine-S-oxide Glycosides
- Studies on Nucleoside Analogs. XX. Syntheses of 1,2,4-Triazole and 1,3,5-Triazine Glycosides
- Studies on Nucleoside Analogs. XIX. Reaction of D-Gluconyl Isothiocyanate with Diamines or Enamines
- Cyclodesulfurization Reaction of Glycosyl Thioureides
- A One-Step Synthesis of Glycosylaminoisothiazolo [3,4-d] pyrimidines and Glycosylaminoisothiazoles
- A Novel One-Step Synthesis of Thioquinazoline Glycosides and Pyrazolopyrimidine Glycoside Analogs
- Reaction of Amino Acids with D-Glycosyl- and D-Gluconyl Isothiocyanates
- Reaction of Nucleophilic Reagents with D-Glycosyl- and D-Gluconyl Isothiocyanates
- Studies on Lactams. V. Nucleophilic Reaction of Benzylpenicillin with Lithiated Compounds
- C-Glycosyl Nucleoside. III. Ethynylation of Glucosyl Bromide with Ethynylmagnesium Bromide
- Convenient Synthesis of Allylic Sulfides and Application to Allylic Carbon-Carbon Bond Formation
- Novel Reactions of S, S'-Bis(1-phenyl-1H-tetrazol-5-yl) Dithiocarbonate
- Enantioselective Synthesis of Peptides Using (1R)-3-Hydroxy-1,8,8-trimethyl-3-azabicyclo [3. 2. 1] octane-2,4-dione ((+)-N-Hydroxycamphorimide) an Active Ester Group
- シアル酸研究会
- Photocycloaddition of Benzoylated 2'-Deoxyribonucleoside to 2,3-Dimethyl-2-butene
- Synthesis of α-N-Glycosides of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN) Using Nucleobases and Their Photocycloaddition to 2,3-Dimethyl-2-butene
- Synthesis of Tetrazolyl Derivatives of 3-Deoxy-D-glycero-D-galacto-2-onulosonic Acid (KDN) as Useful Glycosyl Donors, and Their Application for O- and C-Glycosylations
- Studies on Sialic Acids. XXX. Synthesis of 2,7-Anhydrosialic Acid
- Crystal Structure of Isoquinoline : Picric Acid Complex
- Steroidal versus Non-steroidal Forms. II. Conformations of 4,6α(H), 5β(H)-Tetrahydro-α-santonin and 4,6α(H), 5β(H)-Tetrahydro-β-santonin
- Synthesis and Characterization of Furanose and Pyranose Derivatives of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN)
- Stereochemistry of Novel Triterpenes from Cynanchum hancokianum
- The Crystal and Molecular Structures of Hancokinol and Hancolupenone from Cynanchum hancokianum (MAXIM.) AL. ILJINSKI. (Asclepiadaceae)
- STUDIES ON SIALIC ACIDS XXIV. SYNTHESIS OF 2,7-ANHYDRO-N-ACETYLNEURAMINIC ACID
- Studies on Chlorinated α-Santonin. V. Conformation of the Cyclohexenone Ring in 6β-Santonin Derivatives
- Studies on Glycosylation of the Mitomycins. Syntheses of 7-N-(4-O-Glycosylphenyl)-9a-methoxy-mitosanes
- NOVEL TRITERPENES, HANCOLUPENONE AND HANCOLUPENOL, FROM CYNANCHUM HANCOKIANUM
- Synthesis of N-Glycolyl-8-O-sulfoneuraminic Acid
- Synthesis of Fluorescent 4-Methyl-7-thiocoumaryl S-Glycosides of Sialic Acid
- Facile Synthesis of 4-Acylamino-2,6-anhydro-2,3,4-trideoxy-D-glycero-D-galacto-non-2-enoic Acids
- プロカインのーピクリン酸塩及びニピクリン酸塩の結晶構造
- Studies on the Chlorinated α-Santonins. I
- Synthesis of Disaccharide Nucleoside Derivatives of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid(KDN)
- Dioxopyrrolines. XLVI. : [2+2] Photocycloaddition of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Six-Membered Cycloolefins : Effect of Ring Size on Stereochemical Pathways
- Dioxopyrrolines. XLI. : X-Ray Crystallographic Determination of the Stereochemistry of an Azatricyclo[5.3.0.0^]decane Derivative Obtained by Photocycloaddition of Cyclopentadiene to 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione
- Dioxopyrrolines. XL. Photocycloaddition Reaction of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Dihydrofurans. Formation of a 2,4-Dioxa-10-azatricyclo[6.3.0.0^]undecane Ring System(Organic,Chemical)
- Dioxopyrrolines. XXXVI. [2+2] photocycloaddition Reaction of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Acyclic Olefins. Structural and Stereochemical Assignment of the Photocycloadducts(Organic,Chemical)
- Crystal and Molecular Structure of N^4-Aminocytosine
- Studies on Sialic Acids. V. Synthesis of α-and β-D-Neu5Acp-(2→6)-lactose
- Studies on Sialic Acids. IV. : Synthesis of N-Acetyl-D-neuraminic Acid N-Nucleoside Analogs
- Reaction of Glycosyl Halides with 7-Hydroxy-9a-methoxymitosane Sodium Salt
- Synthesis of 6-O-(5-Acetamido-3,5-dideoxy-D-glycero-α- and -β-D-galacto-nonuropyranosonic Acid)-(2→6)-O-β-D-galactopyranosyl-(1→4)-1-(5-cholesten-3β-yloxy)-β-D-glucopyranose
- Studies on Sialic Acids. IX. : Formation of a 1,7-Lactone Derivative by Direct Acetylation of N-Acetylneuraminic Acid
- Studies on Metal Complexes of Isocytosine Derivatives : The Crystal Structure of Copper (II) Complex of 2-Hydrazino-4-hydroxy-6-methylpyrimidine
- Studies on the Chlorinated α-Santonins. II. The Crystal and Molecular Structure of 14-Chlorosantonin
- Crystal Structure of facial-[Bis-(adeninato) (diethylenetriamine)-copper (II)] Monohydrate
- Stereochemistry of Macrolides. II. Crystal Structure of p-Bromobenzoylpikromycin
- Studies on Metal Complexes of Isocytosine Derivative : The Crystal Structure of Zinc (II) Complex of 2-Hydrazino-4-hydroxy-6-methylpyrimidine
- Studies on the Chlorinated α-Santonins. IV. : Chlorination of α-Santonin and Stereochemistry Therein
- Studies on Sialic Acids. XIX. Syntheses of Partially O-Acetylated 4-Methylcoumarin-7-yl 5-Acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosidonic Acids
- Studies on Sialic Acids. XVIII. : Synthesis of Aryl-α-glycosides of 3-Deoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid (KDN)
- Synthesis of 7-O-Acetyl-N-acetylneuraminic Acid Derivative
- Studies on Sialic Acids. XV. : Synthesis of α- and β-O-Glycosides of 3-Deoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid (KDN)
- Ca(OH)_2-H_2SO_3ゲル反応系から生成する準安定相(単結晶)およびその結晶構造 : 溶液成長
- Studies on Heterocyclic Compounds. XXXIV. Synthesis of 2-Substituted Aminobenzoxazoles with Nickel Peroxide
- Studies on Heterocyclic Compounds. XXXII. Synthesis of 8-Substituted Theophyllines from 6-Amino-5-benzylideneamino-1,3-dimethyluracils with Nickel Peroxide
- Preparation of Carboxamide using Halosulfonium Salt
- Synthesis of Pyrrolopyrimidines and Thienopyrimidines
- Pharmacological Properties of T-3762,a Novel Fluoroquinolone Antimicrobial Agent in Parenteral Use. III. Chemical Structures and Dermovascular Permeability-Increasing Activities
- Histamine-Releasing Properties of T-3762,a Novel Fluoroquinolone Antimicrobial Agent in Intravenous Use. II. Dermovascular Permeability-Increasing Effect and Action on Peritoneal Mast Cells
- Histamine-Releasing Properties of T-3762,a Novel Fluoroquinolone Antimicrobial Agent in Intravenous Use. I. Effects of Doses and infusion Rate on Blood Pressure, Heart Rate and Plasma Histamine Concentration
- 7 Amaromycinの構造について
- Studies on Lactams. VI. Stereochemistry of L-Prolyl-L-valine Anhydride