Steroid Series. XXI. Reaction of 4-Halo-Δ<SUP>4</SUP>-3-oxosteroides with Dimethyl Sulfoxide

• 森沢 靖弘

• 田部 克巳

抄録

The reaction of 4-chloro-Δ⁴-3-oxosteroids (Ia, c, e) with dimethyl sulfoxide were shown to yield Δ^{4, 6}-3-oxosteroids (IIg, h, i). These were accompanied by the 3, 6-dione (III) and Δ⁴-3, 6-dione (IV) in the case of 19-methylsteroid, by estra-1, 3, 5 (10)-triene-3, 17β-diol 17-acetate (VII) from 19-norsteroid, and by Δ⁴-3-oxo-6β, 19-oxide (VI) from 19-hydroxymethylsteroid. With dimethylsulfoxide 4-bromo-Δ⁴-3-oxosteroids (Ib, d, f) gave the 4-bromo-Δ^{4, 6}-3-oxosteroids (IIb, d, V) under the same reaction conditions. Bromination of 17β-acetoxyandrosta-4, 6-dien-3-one (IIg) in dimethylsulfoxide afforded the bromotrienone (X), the 2α-bromo (VIII) and 2, 2-dibromo (IX)-derivatives of IIg being intermediates in the conversion.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 17 (6), 1212-1217, 1969

  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: 1390282679150298624
• NII論文ID: 110003620998
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.17.1212
• ISSN: 13475223
• ISSN: 00092363
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/17/6/17_6_1212/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1970106489
• 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