Nitrogen-containing Heterocyclic Compounds derived from Sparteine. I. Synthesis of 5-Oxosparteine

• 杉本 和朗

• 砂川 則

• 大木 貞雄

抄録

As the starting material for the synthesis of sparteine derivatives, 5-oxosparteine (II) was synthesized. Condensation of Δ⁵-dehydrosparteine (IX) or Δ¹⁽⁶⁾-dehydrosparteinium ion (VIII) and benzaldehyde gave 5-benzylidene-Δ¹⁽⁶⁾-dehydrosparteinium ion (X) which was reduced to 5-benzylidenespartein (XI), and its oxidative cleave should have provied II but the objective was not attained. 5-Hydroximinosparteinium ion was obtained by the condensation of IX and nitrosyl chloride or VIII and ethyl nitrite, this sparteinium ion was reduced to 5-hydroximinosparteine (XIII), and its treatment with pyruvic acid gave the objective II. II has the same configuration as that of sparteine.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 14 (2), 147-151, 1966

  公益社団法人 日本薬学会

キーワード

• Drug Discovery
• General Chemistry
• General Medicine

詳細情報

• CRID: 1390282679149754752
• NII論文ID: 110003619823
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.14.147
• ISSN: 13475223
• ISSN: 00092363
• PubMed: 5909032
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/14/2/14_2_147/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1967078667
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • PubMed
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可