Syntheses of Morphine-like Structures. IV. Further Studies on Addition of Borane to 9-Methylenebenzomorphan

スポンサーリンク

概要

• 論文の詳細を見る

• The stereochemical course of the borane addition to 9-methylenebenzomorphan leading to the 9β-hydroxymethyl derivative was further examined. Formation of the intramolecular coordinated amineborane (A) was observed by the reaction of diborane with both the free amine (I) and the benzomorphan-borane (II). That the first one mole of boron hydrides adds to I at the nitrogen to give the amineborane (II) without addition to the double bond was also established. Isolation of intermediates in alkylborane stage was attempted.

• 公益社団法人日本薬学会の論文
• 1964-10-25

著者

• 武田 幹男

  Osaka Research Laboratory, Tanabe Seiyaku Co., Ltd.

• 釘田 博至

  Osaka Research Laboratory, Tanabe Seiyaku Co., Ltd.

• 釘田 博至

  田辺製薬有機研究所

• 武田 幹男

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.

• 釘田 博至

  Organic Chemistry Research Laboratory:tanabe Seiyaku Co. Ltd.

• 釘田 博至

  Osaka Research Laboratory Gohei Tanabe & Co. Ltd.

• 武田 幹男

  田辺製薬株式会社有機化学研究所

関連論文

• Enantioselective Reduction of meso-Cyclic-1,2-dicarboxylic Anhydrides and 1,2-Dicarboximides : Asymmetric Synthesis of Bicyclic Lactones and Hydroxylactams
• Synthesis of C-Nor Emetine Pyman
• Synthesis of 2-Phenylthiazolidine Derivatives as Cardiotonic Agents. IV. Modification of the Phenylpiperazino Moiety of 2-(Phenylpiperazino-alkoxyphenyl)thiazolidine-3-carbothloamides and the Corresponding Carboxamides(Medicinal Chemistry,Chemical)
• Synthesis of 2-Phenylthiazolidine Derivatives as Cardiotonic Agents. II. 2-(Phenylpiperazinoalkoxyphenyl)thiazolidine-3-thioearboxamides and the Corresponding Carboxamides(Medicinal Chemistry,Chemical)
• A New Synthetic Route to 1,5-Benzothiazepines. Synthesis of Derivatives of Diltiazem
• Asymmetric Reduction of Aromatic Ketones. I. Enantioselective Synthesis of Denopamine
• 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 2-Phenylthiazolidine Derivatives as Cardiotonic Agents. I. 2-Phenylthiazolidine-3-thiocarboxamides(Medicinal Chemistry,Chemical)
• Synthesis of Novel Pyridotriazepinones as Antisecretory Agents(Organic,Chemical)
• Antiulcer Activity of Dehydroabietic Acid Derivatives
• 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
• Studies on 1,2,3,4-Tetrahydroisoquinolines. III. Syntheses and β-Adrenoceptor Activities of Methyl Derivatives of Trimetoquinol
• Studies on Antiallergic Agents. I. Phenyl-substituted Heterocycles with a 5-Tetrazolyl or N-(5-Tetrazolyl) carbamoyl Group
• Studies on 1,2,3,4-Tetrahydroisoquinolines. VI. Reutilization of the Unwanted (R)-Isomer of (S)-(-)-5,7-Dihydroxy-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline (TA-073)
• Studies on 1,2,3,4-Tetrahydroisoquinolines. V. A Convenient Synthesis of (±)-5,7-Dihydroxy-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline (Racemic TA-073)
• The Preparative and Pharmacological Studies of levo and dextro 9-Aza-des-N-morphinan (2,3,4,4a-Tetrahydro-1H, 6H-5,10b-propanophenanthridin-9-ol).
• Studies on the Syntheses of Hydrogenated Quinolines and Isoquinolines as Analgesics. XV. Synthesis of 3-Hydroxy-N-methyl-7-aza-des-N-morphinan (9-Hydroxy-3-methyl-5,10b-trimethylene-1,2,3,4,4a, 5,6,10b-octahydrobenzo [f] isoquinoline).
• Studies on the Syntheses of Hydrogenated Quinolines and Isoquinolines as Analgesics. XIV. Synthesis of 6-Hydroxy-4a, 10-trimethylene-1,2,3,4,4a, 9,10,10a-octahydrophenanthridine (Supplement).
• Studies on the Syntheses of Hydrogenated Quinolines and Isoquinolines as Analgesics. XII. Synthesis of N-Methyl-7-aza-des-N-morphinan (3-Methyl-5,10b-trimethylene-1,2,3,4,4a, 5,6,10b-octahydrobenzo [f] isoquinoline).
• Studies on the Syntheses of Hydrogenated Quinolines and Isoquinolines as Analgesics. XI. Synthesis of N-Methyl-6-aza-des-N-morphinan (2-Methyl-5,10b-trimethylene-1,2,3,4,4a, 5,6,10b-octahydrobenzo [h] isoquinoline).
• Synthesis of the Metabolites of Clentiazem
• Asymmetric Reduction of Aromatic Ketones. II. An Enantioselective Synthesis of Methyl (2R, 3S)-3-(4-Methoxyphenyl)glycidate
• Synthesis of the Optically Active trans-Isomers of Diltiazem and Their Cardiovascular Effects and Ca-Antagonistic Activity
• Synthesis of N-Substituted C-Normorphinans and Their Pharmacological Properties
• Reactions of 3-Phenylglycidic Esters. V. Reaction of Methyl 3-(4-Methoxyphenyl) glycidate with 2-Nitroaniline and Synthesis of 1,5-Benzodiazepine Derivatives
• Reaction of 3-Phenylglycidic Esters. III. Reaction of cis-3-Arylglycidic Esters with Various Thiophenols
• Reaction of 3-Phenylglycidic Esters. IV. Reaction of Methyl 3-(4-Methoxyphenyl) glycidate with 2-Nitrophenol and Synthesis of 1,5-Benzoxazepine Derivatives
• A New Class of Nitrosoureas. IX. Synthesis and Antitumor Activity of 3-Substituted 1-(2-Chloroethyl)-3-(methyl α-D-glucopyranosid-6-yl or methyl 2-acetamido-2-deoxy-α-D-glucopyranosid-6-yl)-1-nitrosoureas
• A New Class of Nitrosoureas. VIII. Synthesis and Antitumor Activity of 3-Substituted 1-(2-Chloroethyl)-3-(trans-2-hydroxy-cyclohexyl)-1-nitrosoureas
• Azabicycloalkanes as Analgetics. I. Synthesis of 1-Phenyl-6-azabicyclo [3,2,1] octane Derivatives
• Azabicycloalkanes as Analgetics. VII. 1-Phenyl-3-azabicyclo [3. 3. 1] nonanes
• Azabicycloalkanes as Analgetics. VI. 5-Phenyl-2-azabicyclo [3,2,1] octanes
• Azabicycloalkanes as Analgetics. V. 4-Phenyl-2-azabicyclo [2,2,2] octanes
• Azabicycloalkanes as Analgetics. IV. 4-Phenyl-2-azabicyclo [2,2,1] heptanes
• Synthesis of 1,5-Benzothiazepine Derivatives. III
• Synthesis of 1,5-Benzothiazepine Derivatives. II
• Synthesis of 1,5-Benzothiazepine Derivatives. I
• 3-(3,4-Dimethoxy or Dihydroxyphenyl)piperidine誘導体の合成と循環器系に対する薬理作用
• Azabicycloalkanes as Analgetics. II. An Improved Synthesis of 1-Phenyl-6-azabicyclo [3,2,1] octane Derivatives
• 1,5-Benzothiazepine誘導体の合成(第4報)dl-cis-3-Acetoxy-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(p-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one Hydrochlorideの光学分割
• A New Class of Nitrosoureas. VII. Synthesis and Antitumor Activity of 3-Substituted 1-(2-Chloroethyl)-3-(methyl α-D-glucopyranosid-3-yl)-1-nitrosoureas
• 環状イミン類の新しい不斉還元剤 : 不斉水素化トリアシルオキシホウ素ナトリウム
• A New Class of Nitrosoureas. VI. Synthesis and Antitumor Activity of 3-Substituted-1-(2-chloroethyl)-3-(methyl-α-D-glucopyranosid-2-yl)-1-nitrosoureas
• A New Class of Nitrosoureas. V. Structure of Isomeric L-Arabinosylureas and Isomerization Thereof
• Synthesis of Bridged 2-Phenylcyclohexylamines as Potential Analgetics
• Synthesis of B/C trans-Fused Morphine Structures. VI. Mass Spectrum, Optical Rotatory Dispersion and Circular Dichroism of B/C trans-Morphine Derivatives
• Synthesis of B/C trans-Fused Morphine Structures. IV. Synthesis of B/C trans-Isomorphine
• 抗うつ剤としてのDidenzo[b, e][1,4]diazepine誘導体の合成
• Synthesis of a B/C trans-fused Morphine Structure
• 14.B/Cトランス・モルフィン環化合物の合成
• Syntheses of Morphine-like Structures. IV. Further Studies on Addition of Borane to 9-Methylenebenzomorphan
• Syntheses of Morphin-like Structures. III. Stereochemical Control of Addition of Borane to 9-Methylenebenzomorphan
• Syntheses of Morphine-like Structures. II. 2'-Methoxy-9-hydroxymethyl-2,5-dimethyl-6,7-benzomorphan
• Syntheses of Morphine-like Structures. I. 9-Hydroxymethyl-2,5-dimethyl-6,7-benzomorphan.
• Studies on Benzoisogranatanine Derivatives. II. Synthesis of 1-Phenethyl-2,4-propano-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolines.
• Alkylsulfonyltoluene Derivatives (Diuretics. II.).
• Alkylsulfonyltoluene Derivatives (Diuretics. I.).
• 3-Hydroxy-N-methyl-4b, 8a-methanoiminomethano-4b, 5,6,7,8,8a, 9,10-octahydrophenanthreneの合成(鎮痛剤としてのHydro化Quinoline類及びIsoquinoline類の合成研究第7報)
• 鎮痛剤としてのHydro化Quinoline類及びIsoquinoline類の合成研究(第6報)3-Hydroxy-N-methyl-4b, 8a-ethanoiminomethano-4b, 5,6,7,8,8a, 9,10-octahydrophenanthreneの合成
• 鎮痛剤としてのHydro化Quinoline類及びIsoquinoline類の合成研究(第4報)3-Hydroxy-9-azamorphinanの合成
• Benzoisogranatanine Derivatives. I. Synthesis of 2'-Hydroxy-5-alkyl-6,7-benzoisogranatanines.

もっと見る 閉じる

スポンサーリンク