Studies on Indenopyridine Derivatives and Related Compounds. III. Stereochemistry of 1-Substituted 4,9-Dihydroxy-9-phenyl-1,2,3,4,4a, 9a-hexahydro-9H-indeno [2,1-b] pyridines

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概要

• 論文の詳細を見る

• Reaction of 1-methyl- or 1-benzyl-9-phenyl-1,2,3,4-tetrahydro-9H-indeno [2,1-b] pyridin-4-ones (1a and 1b) with potassium hydroxide in 1-propanol gave the 9-hydroxy derivatives (4a and 4b) in good yield. Sodium borohydride reduction of 4a gave the B/C-cis-4,9-dihydroxy-1,2,3,4,4a, 9a-hexahydro-9H-indeno [2,1-b] pyridine (8) stereospecifically. On the other hand, 4b gave the B/C-trans-4,9-dihydroxy-1,2,3,4,4a, 9a-hexahydro-9H-indeno [2,1-b] pyridine (10) and its C-9 isomer (11). Treatment of 11 with acetic anhydride in pyridine gave the corresponding monoacetate 13. However, acetylation of 10 afforded the B/C-cis monoacetate 12 with isomerization at B/C ring juncture. The structure and stereochemistry of these compounds is discussed.

• 公益社団法人日本薬学会の論文
• 1985-08-25

著者

• 栗原 拓史

  Osaka University of Pharmaceutical Sciences

• 河村 佳代子

  Osaka College Of Pharmacy

• 米田 龍二

  Osaka College Of Pharmacy

• 栗原 拓史

  Osaka College Of Pharmacy

関連論文

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