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Synthesis of C-Nucleosides Related Oxetanocin

Research Project

Project/Area Number 63870089
Research Category

Grant-in-Aid for Developmental Scientific Research

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionTOHOKU UNIVERSITY

Principal Investigator

YAMANAKA Hiroshi  Tohoku University, Pharmaceutical Institute Professor, 薬学部, 教授 (40004551)

Co-Investigator(Kenkyū-buntansha) NIITUMA Setsuko  Nippon Kayaku Co. Ltd., Research Laboratories Principal Research Scientist, 総合研究所, 研究主幹
TAKITA Tomohisa  Nippon Kayaku Co. Ltd., Research Laboratories Managing Director, 常務取締役
OHNISHI Shuhei  Tohoku University, Pharmaceutical Institute Research Associate, 薬学部, 教務系技官 (20213796)
KONNO Shoetsu  Tohoku University, Pharmaceutical Institute Instructor, 薬学部, 助手 (10006348)
SAKAMOTO Takao  Tohoku University, Pharmaceutical Institute Associate Professor, 薬学部, 助教授 (00006347)
Project Period (FY) 1988 – 1989
Project Status Completed (Fiscal Year 1989)
Budget Amount *help
¥2,800,000 (Direct Cost: ¥2,800,000)
Fiscal Year 1989: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 1988: ¥2,100,000 (Direct Cost: ¥2,100,000)
Keywordsoxetanocin / antiviral activity / uracil / pyrrolopyrimidine / acyclonucleoside / C-nucleoside / organotin compound / palladium-catalyzed reaction / デアザプリン環 / オキセタノシン誘導体の合成 / デアザプリンの環合成 / ヌクレオシド / 抗ウイルス薬の開発
Research Abstract

In order to develop the chemistry of heterocyclic compounds having antiviral activities, synthesis of nucleosides relating to oxetanocin was investigated. 1) Ring-Closure to Pyrrolopyrimidines New methods for the synthesis of pyrrolo[2,3-d]pyrimidine and pyrrolo[3,2- d]pyrimidine derivatives was established as a basic investigation. 2) Synthesis of Uracil-Type C-Nucleoside Starting from 5-bromo-2,4-bis(benzyloxy)pyrimidine, the synthesis of the 5-pyrimidinyloxetanose was accomplished as shown below. 3) Synthesis of Deazapurine-Type Nucleosides On the basis of the results described in Section 1, the following acyclonucleosides was synthesized.

Report

(3 results)
  • 1989 Annual Research Report   Final Research Report Summary
  • 1988 Annual Research Report
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Yoshinori Kondo: "Studies on Pyrimidine Derivatives.XLI.Palladium-Catalyzed Cross-Coupling Reaction of Halopyrimidines with Aryl-and Vinyltributylstannanes" Chemical & Pharmaceutical Bulletin. 37. 2814-2816 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] Yoshinori Kondo: "Condensed Heteroaromatic Ring Systems.XVI.Synthesis of Pyrrolo[2,3-d]pyrimidine Derivatives" Chemical & Pharmaceutical Bulletin. 37. 2933-2936 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] Yuh-ichiro Ichikawa: "Preparation of trans-3-(Hydroxymethyl)-2-vinyloxetane via Allyoxycarbanion-mediated CarbonーCarbon Bond Formation in Allyl Glycidyl Ether" Jounal of Chemical Society,Chemical Communication. 625-626 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] Yoshinori Kondo, Ryo Watanabe, Takao Sakamoto, and Hiroshi Yamanaka: "Studies on Pyrimidine Derivatives. XLI. Palladium-Catalyzed Cross-Coupling Reaction of Halopyrimidines with Aryl- and Vinyltri-butylstannanes" Chemical & Pharmaceutical Bulletin. 37. 2814-2816 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] Yoshinori Kondo, Ryo Watanabe, Takao Sakamoto, and Hiroshi Yamanaka: "Condensed Heteroaromatic Ring Systems. XVI. Synthesis of Pyrrolo[2,3-d]pyrimidine Derivatives" Chemical & Pharmaceutical Bulletin. 37. 2933-2936 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] Yuh-ichiro Ichikawa, Setsuko Niitsuma, Kuniki Kato, and Tomohisa Takita: "Preparation of trans-3-(Hydroxymethyl)-2-vinyloxetanocin via Allyloxycarbanion-mediated Carbon-Carbon Bond Formation in Allyl Glycidyl Ether" Journal of Chemical Society, Chemical Communication. 625-626 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] Yoshinori Kondo: "Studies on Pyrimidine Derivatives.XLI.Palladium-Catalyzed Cross-Coupling Reaction of Halopyrimidines with Aryl-and Vinyltributylstannanes" Chemical&Pharmaceutical Bulletin. 37. 2814-2816 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] Yoshinori Kondo: "Condensed Heteroaromatic Ring System.XVI.Synthesis of Pyrrolo[2,3-d]pyrimidine Derivatives" Chemical&Pharmacetical Bulletin. 37. 2933-2936 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] Yuh-ichiro Ichikawa: "Preparation of trans-3-(Hydroxymethyl)-2-vinyloxetane via Allyoxycarbanion-mediated Carbon-Carbon Bond Formation in Allyl Glycidyl Ether" Journal of Chemical Society,Chemical Communication. 625-626 (1988)

    • Related Report
      1989 Annual Research Report
  • [Publications] Yoshinori Kondo: Chemical & Phaimaceutical Bulletin.

    • Related Report
      1988 Annual Research Report

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Published: 1988-04-01   Modified: 2016-04-21  

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