Synthesis in the Diazasteroid Group. XXI. An Alternative Synthesis of the 8,16-Diazasteroid System

スポンサーリンク

概要

• 論文の詳細を見る

• 6,7-Dihydro-6-methyl-5-oxo-5H-pyrrolo [3,4-b] pyridine (1) was heated with 3,4-methylene-dioxyphenethyl bromide to give the corresponding quaternary bromide (2), which was subjected to catalytic hydrogenation to afford 2,3-methylenedioxy-16-methyl-17-oxo-8,16-diaza-9,10-seco-estra-1,3,5 (10)-triene (5). The cyclization of 5 was achieved with mercuric acetate in 5% acetic acid solution, leading to 2,3-methylenedioxy-16-methyl-17-oxo-8,16-diaza-estra-1,3,5 (10)-triene (7). The structure of 7 was established by X-ray crystallographic analysis.

• 社団法人日本薬学会の論文
• 1984-07-25

著者

• 山崎 高應

  Faculty of Pharmaceutical Sciences, University of Toyama

• 山崎 高広

  富山医科薬科大学

• 永田 正典

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• 高畑 廣紀

  富山医科薬科大学薬学部

• 山崎 高應

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 平井 美朗

  Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

• 永田 正典

  Laboratory of Chemistry Toyama Medical and Pharmaceutical University

• 高畑 廣紀

  Faculty of Pharmaceutical Sciences Toyama Medical and Pharmaceutical University

• 青江 啓一

  Chemistry Research Laboratory, Tanabe Seiyaku Co., Ltd.

• 平井 美朗

  富山医科薬科大学薬学部

• 平井 美朗

  Pharmaceutical Institute Tohoku University

• 青江 啓一

  Organic Chemistry Research Laboratory:tanabe Seiyaku Co. Ltd.

• 平井 美朗

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

関連論文

• Synthesis of 3,4-Dihydro- and 1,2,3,4-Tetrahydroisoquinolines
• (-)-R-1-(4-Hydroxyphenyl)-2-[(3,4-dimethoxyphenethyl)amino]ethanol (Denopamine)の合成と絶対配置
• Synthetic Studies of Azaflavonoids. I. Studies on the Synthesis of 5-Azaflavone
• A SYNTHETIC APPROACH TO MACROLIDE MODELS BY THE REMOTE PHOTOCYCLIZATION WITH A PAIR SYSTEM OF PHTHALIMIDE AND METHYLTHIO GROUPS
• Synthesis of 2-Phenylthiazolidine Derivatives as Cardiotonic Agents; III Optically Active Isomers of Ar-Methyl-2-(2-(2-(4-phenylpiperazino)-ethoxy)phenyl)thiazolidine-3-carboxamides(Medicinal Chemistry,Chemical)
• Synthesis of Novel Pyridotriazepinones as Antisecretory Agents(Organic,Chemical)
• Studies on 1,2,3,4-Tetrahydroisoquinolines. IV. β-Adrenoceptor Activity and Absolute Stereochemistry of (-)-5,7-Dihydroxy-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline
• 8,13-Diazagona-1,3,5 (10)-triene-12-ones, Synthesis and Stereochemistry
• Asymmetric Synthesis Using Chiral Acetals : Highly Diastereoselective Nucleophilic Addition of Grignard Reagents to Chiral 1-Oxo-β-tetralone 1-Acetals
• A Stereocontrolled Synthesis of (±)-Emetine and (±)-Protoemetinol by Intramolecular Michael Reaction
• Chemistry of 2-Methoxy-2,5-cyclohexadienone. V. Photochemical Rearrangement and Oxidation of 2-Methoxy-4-methyl-4-phenyl-2-cyclohexenone and 2-Methoxy-4-methyl-4-phenyl-2,5-eyclohexadienone(Organic,Chemical)
• 薬理活性志向のヘテロ環の合成研究
• Synthesis in the Diazasteroid Group. XX. Synthesis of the 5,14-Diazasteroid System(Organic,Chemical)
• チオアミド官能基の特性を利用する複素環合成
• An Efficient Total Synthesis of (±)-Epilupinine and (±)-Lupinine from a Common Quinolizidine Intermediate
• Favorskii Reaction of 2-Bromobicyclo[3.3.1]nonan-3-one
• Reaction of Aliphatic Dicarboxylic Acids with Acyl Chlorides in the Presence of Aluminum Chloride
• Ketene-S, N-acetals as Synthetic Intermediates for Heterocycles. Reaction of Ketene-S, N-acetals with Aryl Isocyanates
• Chemistry of 2-Methoxy-2,5-cyclohexadienone. IV. Photochemistry of 2-Methoxy-4,4-diphenyl-2,5-cyclohexadienone and 4-Dichloromethyl-2-methoxy-4-methyl-2,5-cyclohexadienone
• Reduction of Vinylogous Thioesters with Lithium Aluminum Hydride. II. Reduction of 2-Methyl-3-phenylthio-5-substituted-2-cyclopentenones
• Reduction of Vinylogous Thioesters with Lithium Aluminum Hydride. I. Reduction of β-Phenylthio-α, β-unsaturated Cyclic Ketones
• Chemistry of 2-Methoxy-2,5-cyclohexadienones. III. Syntheses of 2-Methoxy-4,4-diphenyl-2,5-cyclohexadienone and 4-Dichloromethyl-2-methoxy-4-methyl-2,5-cyclohexadienone
• Structural Modification of Bioactive Compounds. II. Syntheses of Aminophosphonoic Acids
• Chemistry of 2-Methoxy-2,5-cyclohexadienones. II. Oxidation of 2-Methoxy-4,4-dimethyl-2,5-cyclohexadienone
• Synthesis in the Diazasteroid Group. XXI. An Alternative Synthesis of the 8,16-Diazasteroid System
• KETENE-S, N-ACETALS AS SYNTHETIC INTERMEDIATES FOR HETEROCYCLES. A NOVEL SYNTHESIS OF POLYFUNCTIONALIZED PYRIDINE-2-THIONES
• Structural Modification of Bioactive Compounds. I. Syntheses of Vitamin D Analogues I
• Nitration of 2-Cyclohexenone Derivatives and Some Reactions of the Products
• AN EASY SYNTHESIS OF MONOMETHYL MALONATE DERIVATIVES
• Studies on the Synthesis of Heterocyclic Compounds. DXIX. A Total Synthesis of (±)-Discretine by Thermolysis
• 41 熱分解反応および光化学反応による二,三のイソキノリンアルカロイドの合成
• Synthesis of the Optically Active trans-Isomers of Diltiazem and Their Cardiovascular Effects and Ca-Antagonistic Activity
• Studies on Pentenomycins. III. The X-Ray Crystal Structure Analysis of Monobromopentenomycin Triacetate
• Studies on the Syntheses of Heterocyclic Compounds. DCXLI A Convenient Synthesis of Hexadehydroyohimbine and a Total Synthesis of Yohimbine
• Studies on the Syntheses of Tetracycline Derivatives. I. Thermolytic Cycloaddition of o-Quinodimethanes with Naphthoquinone
• TOTAL SYNTHESIS OF (+)-MONOMORINE I VIA ASYMMETRIC α-KETONIC CLEAVAGE OF 8-AZABICYCLO[3.2.1]OCTAN-3-ONE
• Activated Lactams. VI. The Cycloaddition Reaction of Cyclic Ketene-S, N-acetals with Dimethyl Acetylenedicarboxylate
• PHOTOREACTION OF N-2-ALKENYLTHIOPHTHALIMIDES : 1,4-DITHIANE FORMATION BY INTRA- AND INTERMOLECULAR TWO-FOLD PHOTOREACTIONS AND THE X-RAY ANALYSIS OF THE DITHIANES
• Photoreactions of Succinimides with an N-Acyl Group in the Side Chain. Synthesis and Stereochemistry of Tricyclic Pyrrolo[1,2-α]pyrazine Ring Systems
• INTRAMOLECULAR PHOTOCYCLOADDITION OF 3-SUBSTITUTED DITHIOSUCCINIMIDES : FACILE SYNTHESIS AND THE CRYSTAL STRUCTURE OF HIGHLY STRAINED MULTICYCLIC FUSED THIETANE SYSTEM
• Studies on the Syntheses of Heterocyclic Compounds. DCLXXI. An Alternative Total Synthesis of Yohimbine
• The Chemistry of Lactim Ethers. IV. Syntheses of 1,9-and 5,9-Diazasteroid Systems
• The Chemistry of Lactim Ethers. II. Reaction of Lactim Ethers with 2-Carbethoxymethyl Piperidines
• Azaquinolizine類の合成研究(第4報) : 2,3,4,4a, 5,6,7,8-Octahydro-1H-pyrido[1,2-b]pyrimidineの合成
• Azaquinolizine類の合成研究(第1報) : 2,3,4,4a, 5,6,7,8-Octahydro-1H-pyrido[1,2-c]-pyrimidine誘導体の新合成法
• Acid-catalyzed Cyclization of Chalcones derived from Various Nitrogenous Heteroaromatic Compounds. II
• Chemistry of 2-Methoxy-2,5-cyclohexadienones. I. Photochemistry of 2-Methoxy-4,4-dimethyl-2,5-cyclohexadienone
• A FACILE SYNTHESIS OF 2-METHOXY-4,4-DIMETHYL-2,5-CYCLOHEXADIENONE VIA 5,5-DIMETHYL-2-NITRO-1,3-CYCLOHEXADIENOL
• Michael Addition of [1H] Pyrrole
• Synthesis in the Diazasteroid Group. XIX. Synthesis of the 9,13-Diazasteroid System
• The Chemistry of Lactim Ethers. V. Reaction of Lactim Thioethers with β-Aminoesters
• Acid-catalyzed Cyclization of Chalcones derived from Various Nitrogenous Heteroaromatic Compounds
• A Convenient Synthesis of Monocyclic β-Lactams by Means of Solid-Liquid Phase Transfer Reactions
• Synthesis in the Diazasteroid Group. XV. Syntheses of the 5,9- and 8,13-Diazasteroids
• Synthesis in the Diazasteroid Group. XIV. Synthesis of the 13,15-Diazasteroid System
• Reaction of Lactim Thioethers with 1-Carbethoxymethyl-1,2,3,4-tetrahydroisoquinoline
• Synthesis of 8,10-Diaza-estrane
• Synthetic Studies of Azaflavonoids. II. Synthesis of 6-Azaflavonoids
• Studies on O-Alkylated Imides. II. Some Reactions of O-Ethyl Succinimide and O-Ethyl 4,4-Dimethyl-glutarimide
• Reduction of O-Alkylated Imides
• Synthesis of Zwitterionic Pyridazine Derivatives. I
• 作りにくいものをつくる : 有機アルミニウムを用いた転位反応
• Synthesis in the Diazasteroid Group. XVIII. Syntheses of the 9,17-Diazasteroid System
• Synthesis in the Diazasteroid Group. XVII. Syntheses of the 4,11-Diazasteroid System
• Synthesis in the Diazasteroid Group. IV. A Synthesis of 2,3-Dimethoxy-8,14-diaza-15-oxo-gona-1,3,5 (10)-triene
• Pyridoflavanone類の合成研究(第1報) : 3-Aryl-2,3-dihydro-1-oxo-1H-pyrano[3,2-f]quinolineの合成
• Azaquinolizine類の合成研究(第3報) : 1,3,4,6,7,8,9,9a-Octahydro-2H-pyrido[1,2-a]pyrimidineの新合成法
• Azaquinolizine類の合成研究(第2報) : 1,3,4,6,7,8,9,9a-Octahydro-2H-pyrido[1,2-a]pyrazineの新合成法
• チオアミド官能基の特性を利用する複素環合成
• Azabenzo[c]quinolizine類の合成研究(第5報) : 5,6-Dihydro-3-ethoxycarbonyl-4-hydroxy-2-methyl-4aH-pyridazo[2,3-α]quinoline類の合成
• Azabenzo[c]quinolizine類の合成研究(第4報) : 2,3,4,4a, 5,6-Hexahydro-1H-pyridazo[2,3-α]quinoline類の合成
• ラクタム類の研究(第16報)X線結晶解析による1-Benzyl-5-ethyl-1,2,5,6-tetrahydro-2-oxo-4-pyridineacetic Acidの分子構造
• 二重不斉化反応による光学純度累進効果を活用する有機合成
• 非キラルなクロマトグラフィーにおける光学分割現象
• 高選択的なヘテロ環化反応の開発と生物活性物質の合成への応用
• 2級アリルアルコールに対する分子内アミノ付加反応を基盤とする含窒素生物活性物質のキラル合成
• ELECTROPHILIC OLEFIN HETEROCYCLIZATION IN ORGANIC SYNTHESIS. : STEREOSELECTIVE INTRAMOLECULAR AMIDOMERCURATION OF γ-HYDROXY-δ, ε-UNSATURATED URETHANES

もっと見る 閉じる

スポンサーリンク