Thiazole Analogs of Benzomorphans. III. Syntheses of 4,5,6,7,8,9-Hexahydro-4,8-methano-5-methylthiazolo [4,5-c] azocine and 4,5,6,7,8,9-Hexahydro-4,8-methano-5-methylthiazolo [5,4-c] azocine

スポンサーリンク

概要

• 論文の詳細を見る

• Syntheses of 4,5,6,7,8,9-hexahydro-4,8-methano-5-methylthiazolo [4,5-c] azocine (III) and 4,5,6,7,8,9-hexahydro-4,8-methano-5-methylthiazolo [5,4-c] azocine (IV) are described. Thiazolization of 2-azabicyclo [3. 3. 1] nonan-8-one (V) gave the 2-aminothiazole (VII), which was converted into III by deamination, hydrolysis of the benzoyl group and Esch-weiler-Clarke N-methylation. The 2-hydroxyl derivative (XIII) was also synthesized. On the other hand, compound (IV) was synthesized by cyclization of the olefinic urethane (XXI) with phenylselenenyl chloride, as a key step. Deselenation of XXII with triphenyltin hydride followed by LiAlH_4 reduction gave IV. The urethane (XXI) was prepared from the 2-aminothiazole (XVIIa), which was obtained by condensation of the bromodiketone (XVI) and thiourea.

• 公益社団法人日本薬学会の論文
• 1983-06-25

著者

• 三橋 監物

  Faculty of Pharmaceutical Sciences, University of Toyama

• 勝浦 公男

  Faculty Of Pharmaceutical Sciences Josai University

• 三橋 監物

  Faculty Of Pharmaceutical Sciences Josai University

関連論文

• Studies on Structure-Activity Relationship of Analgetics. XIII. Syntheses of Homobenzomorphans and Related Compounds. (1)
• Oxidation of 2,3-Disubstituted Indole Derivatives with Selenium Dioxide
• Heteroaromatic Analogs of Benzomorphan. III. Synthesis of 1,2,3,4,5,6-Hexahydro-2,6-methano-3-methylpyrido [3,2-d] azocine
• Heteroaromatic Analogs of Benzomorphan. II. Synthesis of 2-Azabicyclo-[3.3.1] nonane Derivatives fused to Pyridine Ring. (2)
• Tetrahydronaphthylamines and Related Compounds. III. Synthesis of 1,2,3,4-Tetrahydro-2-naphthylamine and 6-Amino-5,6,7,8-tetrahydroquinoline Derivatives
• Synthesis of 1,2,3,4,5,6-Hexahydro-1,5-methano-2-methylpyrido [2,3-c] azocine
• Thiazole Analogs of Benzomorphans. II. Synthesis of Novel Thiazolo [5,4-f] morphans
• Thiazole Analogs of Benzomorphans. I. Synthesis of Novel Thiazolo [4,5-f] morphans
• Heteroaromatic Analogs of Benzomorphan. Synthesis of Novel Thiazolo [4,5-f] morphans
• Tetrahydronaphthylamines and Related Compounds. II. Synthesis of 1,2,3,4-Tetrahydro-6,7-dimethoxy-2-phenyl-2-naphthylamine
• Synthesis of Homobenzomorphans and the Related Compounds. III. 3-Methyl-2,3,4,5,6,7-hexahydro-1,6-methano-1H-3-benzazonine
• On the Cleavage of Tertiary Amines with Ethyl Chloroformate
• Mass Spectral Studies of Aza- and Diazabenzobicycloalkanes. II. Some Aspects of Mass Spectrometry of 1,3-Bridged 1,2,3,4-Tetrahydronaphthalenes, 2,4-Bridged 1,2,3,4-Tetrahydroisoquinolines and 1,3-Bridged 1,2,3,4-Tetrahydroquinolines
• Mass Spectral Studies of Aza-and Diazabenzobicycloalkanes. I. Some Aspects of Mass Spectrometry of 1,3-Bridged 1,2,3,4-Tetrahydroisoquinolines
• Studies on Structure-Activity Relationship of Analgetics. X. Syntheses of 11-Amino-2,3-benzobicyclo [3. 3. 1] nonane and 3-Phenyl-9-amino-bicyclo [3. 3. 1] nonane Derivatives.
• Syntheses of Azabenzobicycloalkanes
• Studies on Diazabenzobicyclo [3.3.1] nonane System. VIII. Synthesis of 8,9-Dimethoxy-11-benzoyl-1,2,5,6-tetrahydro-2,6-imino-3-benzazocin-4 (3H)-one
• Studies on Diazabenzobicyclo [3.3.1] nonane System. VII. Synthesis of 1,2,3,4,5,6-Hexahydro-1,5-methanobenzo [e][1,2] diazocine Derivatives and an Example of Abnormal Cleavage of Hydrazide by Lithium Aluminum Hydride
• Studies on Diazabenzobicyclo [3.3.1] nonane System. VI. Syntheses of 1,2,3,4-Tetrahydro-6H-1,5-methanobenzo [d][1,2] diazocine Derivatives
• Studies on Diazabenzobicyclo-[3.3.1]nonane System. V. Nuclear Magnetic Resonance Spectral Studies on Diazabenzobicyclo[3.3.1]nonane System
• Studies on Diazabenzobicyclo [3.3.1] nonane System. IV. Synthesis of 1,2,3,4,5,6-Hexahydro-1,5-methanobenzo [e] [1,3] diazocine Derivatives
• Studies on Diazabenzobicyclo [3.3.1] nonane System. I. Syntheses of 3,4,5,6-Tetrahydro-2H-1,5-methanobenzo [g]-[1,4] diazocine and its Derivatives.
• A New Synthesis of 6,7-Benzomorphan
• The Reaction of α, β-Unsaturated Ketones with Azides. III.
• Thiazole Analogs of Benzomorphans. III. Syntheses of 4,5,6,7,8,9-Hexahydro-4,8-methano-5-methylthiazolo [4,5-c] azocine and 4,5,6,7,8,9-Hexahydro-4,8-methano-5-methylthiazolo [5,4-c] azocine
• Reaction of Conjugated Dienones with Hydrazoic Acid
• The Reaction of α, β-Unsaturated Cycloalkenones with Azides. I. The Anomalous Products in the Schmidt Reaction

もっと見る 閉じる

スポンサーリンク