Thiazole Analogs of Benzomorphans. I. Synthesis of Novel Thiazolo [4,5-f] morphans

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概要

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• The synthesis and analgesic properties of thiazolo [4,5-f] morphans (XIIa-c) are described. Monothiazolization of ethyl 2-methyl-1,3-dioxo-2-cyclohexaneacetate (I) afforded the 2-aminothiazole derivative (II), which was deaminated to ethyl 4,5,6,7-tetrahydro-4-methyl-5-oxo-4-benzothiazoleacetate (V) by means of the Sandmeyer reaction and subsequent hydrogenolysis of the resulting chloride (IVa). In several steps, V was converted to 2,5-dimethyl-9-oxothiazolo [4,5-f] morphan (X). Thiazolo [4,5-f] morphan derivatives (XIIa-c) were synthesized from this key intermediate (X).

• 公益社団法人日本薬学会の論文
• 1982-12-25

著者

• 太田 雅夫

  Faculty Of Pharmaceutical Sciences Josai University

• 三橋 監物

  Faculty of Pharmaceutical Sciences, University of Toyama

• 勝浦 公男

  Faculty of Pharmaceutical Sciences, Chiba University

• 勝浦 公男

  Faculty Of Pharmaceutical Sciences Josai University

• 三橋 監物

  Faculty Of Pharmaceutical Sciences Josai University

関連論文

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• 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
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• 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
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• The Reaction of α, β-Unsaturated Cycloalkenones with Azides. I. The Anomalous Products in the Schmidt Reaction

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