Preparation and Application of Odorless 1,3-Propanedithiol Reagents

• Matoba Manabu

  Department of Pharmaceutical Manufacturing Chemistry, 21st Century COE Program, Kyoto Pharmaceutical University

• Kajimoto Tetsuya

  Department of Pharmaceutical Manufacturing Chemistry, 21st Century COE Program, Kyoto Pharmaceutical University

• Nishide Kiyoharu

  Department of Pharmaceutical Manufacturing Chemistry, 21st Century COE Program, Kyoto Pharmaceutical University

• Node Manabu

  Department of Pharmaceutical Manufacturing Chemistry, 21st Century COE Program, Kyoto Pharmaceutical University

抄録

2-Dodecyl-1,3-propanedithiol (2a) was prepared without a malodorous procedure as an odorless reagent that was usable in place of 1,3-propanedithiol (1) in organic reactions, e.g., in the reduction of azides and protection of carbonyl groups. The 1,3-dithioacetals obtained in the latter reaction were effectively reduced to methylene with Raney nickel and reconverted to the original carbonyl compounds by hydrolysis with N-bromosuccinimide in aqueous 2-butanone. In addition, the anion of 1,3-dithiane prepared from 2a and formaldehyde could be utilized as a synthetic equivalent of an anionic carbonyl carbon.

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 54 (1), 141-146, 2006

  公益社団法人 日本薬学会

キーワード

• 2-dodecyl-1,3-propanedithiol
• odorless 1,3-propanedithiol
• dithioacetal
• odorless 1,3-dithiane

詳細情報

• CRID: 1390282679145157120
• NII論文ID: 110004820345
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.54.141
• ISSN: 13475223
• ISSN: 00092363
• NDL書誌ID: 7756924
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I7756924
• Web Site: http://www.jstage.jst.go.jp/article/cpb/54/1/54_1_141/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可