Studies on Chemotherapeutic Agents.II. A Synthesis of Purine Nucleosides of <SUB>D</SUB>-Glucuronic Acid

• 岸川 虎比古

• 由岐 英剛

抄録

Condensation of 4-ethylthio-5-nitro-6-chloropyrimidine with methyl 1-amino-1-deoxy-2, 3, 4-tri-O-acetyl-β-_D-glucopyranuronate was effectd to give methyl 1-deoxy-1-(4-ethylthio-5-nitro-6-pyrimidinylamino)-2, 3-4-tri-O-acetyl-_D-glucopyranuronate (VI). Hydrogenation of nitro group of VI in the presence of platinum-catalyst and subsequent ring closure of 4, 5-diamino-derivative (VII) with carbon disulfide were achieved. 6-Ethylthio group of X was replaced to 6-hydrazino group followed by treatment with Raney nickel to afford 1-deoxy-1-(6-amino-9-purinyl)-β-_D-glucopyranuronamide (XII). VII was reacted with sodium nitrite to give ν-triazolo derivative (XIII), 6-ethylthio group of which was readily aminated to yield 1-deoxy-1-(7-amino-3H-ν-triazolo [4, 5-d] pyrimidin-3-yl)-β-_D-glucopyranuronamide (XIV).

収録刊行物

• ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ

  ＣＨＥＭＩＣＡＬ　＆　ＰＨＡＲＭＡＣＥＵＴＩＣＡＬ　ＢＵＬＬＥＴＩＮ 14 (12), 1360-1364, 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: 1390001204172604416
• NII論文ID: 110003619792
• NII書誌ID: AA00602100
• DOI: 10.1248/cpb.14.1360
• ISSN: 13475223
• ISSN: 00092363
• PubMed: 5977956
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/14/12/14_12_1360/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1968034174
• 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