59(PB1-8) シアル酸のラクトン誘導体と立体化学(ポスター発表の部)

スポンサーリンク

概要

• 論文の詳細を見る

• Acylation of N-acetylneuraminic acid (1) with acetic anhydride- or benzoylchloride-pyridine gave 5-acetamido-2,4,8,9-tetra-O-acyl-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranoson-7-olide derivatives (7, 9) and 5-acetamido-2,7,8,9-tetra-O-benzoyl-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranoson-4-olide derivative (10) by an intramolecular acylation via mixed anhydride. Fathermore, esterification of 1 in both base and acid solution gave 5-acetamido-2-O-alkyl-D-glycero-D-galacto-2-nonen-4-olide derivatives (13, 14, 15) by an intramolecular ester exchanging. Structure of these lactone derivatives were elucidated by means of ^1H-NMR spectra, X-ray crystal analyses, and IR spectra. It was proved that β-anomer only gave rise to formation of lactone derivatives via the ^5C_2 conformation in a reaction mixture. Treatment of 13 with 40% CH_3NH_2-MeOH and acetic anhydride-pyridine gave 18 in 80% yield. 18 was transformed 19 by debenzylation reaction.

• 天然有機化合物討論会の論文
• 1987-07-25

著者

• 佐藤 慎吾

  School Of Pharmaceutical Sciences Kitasato University

• 小倉 治夫

  北里大・薬

• 佐藤 慎吾

  北里大・薬

• 高柳 弘明

  北里大・薬

• 古畑 公夫

  北里大・薬

• 杉山 直和

  メクト・中研

• 菅井 啓

  メクト・中研

• 佐藤 慎吾

  北里大学 薬

• 菅井 啓

  メクト株式会社東京研究所

• 高柳 弘明

  北里大学薬学部薬化学教室

• 高柳 弘明

  School Of Pharmaceutical Sciences Kitasato University

• 杉山 直和

  メクト株式会社東京研究所

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)
• 59(PB1-8) シアル酸のラクトン誘導体と立体化学(ポスター発表の部)
• The Photocycloaddition Reactions of Uridine and Related Compounds with 2,3-Dimethyl-2-butene
• Synthesis and Thermal Cyclization Reactions of Methyl Isocrotonate Derivatives(Organic,Chemical)
• Structural Elucidation of the Reaction Products of Benzoxazole Derivatives with Dimethyl Acetylenedicarboxylate. V
• Xanthinium N(7)-Ylide類とトランスオレフンィン型Dipolarophile類の付加環化反応
• 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
• Convenient Synthesis of the Epoxy Fragment of Azinomycin B
• 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
• Absolute Structure of 2'-Desacetoxyaustrospicatine Established by X-Ray analysis and Circular Dichroism Spectroscopy
• Crystal Structure of Benzene : Pecric Acid Complex
• 熱分解キャピラリ-カラムガスクロマトグラフ質量分析計による天然糊料の識別
• 30 糖イソチオシアナートを用いる各種ヌクレオシドアナローグの合成
• Novel Reactions of S, S'-Bis(1-phenyl-1H-tetrazol-5-yl) Dithiocarbonate
• 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
• 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 Chlorinated α-Santonin. V. Conformation of the Cyclohexenone Ring in 6β-Santonin Derivatives
• NOVEL TRITERPENES, HANCOLUPENONE AND HANCOLUPENOL, FROM CYNANCHUM HANCOKIANUM
• 51(P11) 糸状菌の生産する新規protein farnesyltransferase阻害剤andrastin類に関する研究(ポスター発表の部)
• 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
• 5 ACAT阻害剤terpendole類の構造と活性(口頭発表の部)
• 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
• ピクラートのX線結晶構造解析
• Studies on the Chlorinated α-Santonins. I
• 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
• 22 Cynanchum Hancokianumより得られたトリテルペンの構造(ポスター発表の部)
• 39 シアル酸の誘導体と立体化学
• Reaction of Glycosyl Halides with 7-Hydroxy-9a-methoxymitosane Sodium Salt
• Studies on Sialic Acids. IX. : Formation of a 1,7-Lactone Derivative by Direct Acetylation of N-Acetylneuraminic Acid
• Thiabenzene誘導体のX線結晶構造
• Studies on the Chlorinated α-Santonins. II. The Crystal and Molecular Structure of 14-Chlorosantonin
• 3 14員環マクロライド抗生物質の"diamond lattice" conformation modelについて
• Studies on the Chlorinated α-Santonins. IV. : Chlorination of α-Santonin and Stereochemistry Therein
• 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
• 33 塩素化サントニンの立体構造
• 25 ラクタム環コンホメーションとCotton効果の関係
• Barbitalのp-Nitro及びp-Chlorobenzyl誘導体の分子構造
• 2-Chlorosantoninと14-Chlorosantoninのマススペクトルについて

もっと見る 閉じる

スポンサーリンク