Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on 1-Alkyl-2 (1H)-pyridone Derivatives. XXVI. A Novel Synthesis of 6-Azabicyclo [3. 2. 1] octane System from 1-Alkyl-2 (1H)-pyridone
富沢 宏加藤 秀樹藤田 礼子本郷 弘司
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1979 年 27 巻 2 号 p. 392-397

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The further studies for synthesis of 6-azabicyclo [3. 2. 1] octane derivatives from 1-alkyl-2 (1H)-pyridones (I) are carried out. Reaction of Ia-e with fumaric acid (II) without solvent gave 6-alkyl-7-oxo-6-azabicyclo [3. 2. 1] oct-2-ene-2, 8-endo-dicarboxylic acid (IIIa-e) and 6-alkyl-7-oxo-6-azabicyclo [3. 2. 1] oct-2-ene-2, 8-exo-dicarboxylic acid (IVa, b, d, e). Reaction of Ia-e with II in water gave IIIa-e. Reaction of Ia with maleic acid in water and without solvent afforded only IIIa.
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© The Pharmaceutical Society of Japan
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