Synthesis of 8α, 9α- and 8β, 9β-Epoxyhexahydrocannabinols

• 山本 郁男

• 成松 鎮雄

• 渡辺 和人

• 吉村 英敏

抄録

8α, 9α- (IIa) and 8β, 9β-epoxyhexahydrocannabinol (IIIa) were prepared from Δ³-tetrahydrocannabinol (Ia) by three reaction steps. Epoxidation of acetylated Ia with m-chloroperbenzoic acid gave a mixture of 8α, 9α- and 8β, 9β-epoxyacetates. By treatment of the mixture with lithium aluminum hydride, IIa and IIIa were prepared in 27.3 and 18.2% yields, respectively. Mass and proton nuclear magnetic resonance spectra data for IIa and IIIa are also presented.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 29 (11), 3378-3381, 1981

  公益社団法人 日本薬学会

キーワード

• spectra (UV, <SUP>1</SUP>H-NMR and MS)

詳細情報

• CRID: 1390001204177362432
• NII論文ID: 110003633585
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.29.3378
• ISSN: 13475223
• ISSN: 00092363
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/29/11/29_11_3378/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1982208817
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可