Synthesis of Nucleoside Mono- and Dialdehydes as Antiviral Agents.

Abstract

Seven compounds were submitted for screening as potential antivirals during the reporting period: adenosine-2'-monoaldehyde (AVS number 4526); 5'-deoxyadenosine-2',3'-dialdehyde (AVS number 1214); 5-iodouridine-2-3'-dialdehyde (AVS number 1217);purine riboside-2'3'-dialdehyde (AVS number 5053); 5-iodouridine-2'-monoaldehyde (AVS number 5052); adenosine-3-monozlcdhyde (AVS) number 5219); and 5'-amino-5'-deoxyadenosine (AVS number 5220). The most notable achievement was the synthesis of adenosine-3'-monoaldehyde by: selectively blocking the 3'-aldehyde group of adenosine-2',3--dialdehyde with N,N'-diphenylethylenediamine; reduction of the intermediate 1,3-diphenylimidazolidine derivative with sodium borohydride; and deblocking the resultant adenosine-2'-hydroxy-3'-(1,3-diphenyl)-2-imidazolidine with p-toluenesulfonic acid.

Document Details

Document Type
Technical Report
Publication Date
Jan 25, 1989
Accession Number
ADB132698

Entities

People

  • John P. Neenan

Organizations

  • Rochester Institute of Technology

Tags

DTIC Thesaurus Topics

  • Adenosine
  • Aldehydes
  • Antiviral Agents
  • Borohydrides
  • Chemical Compounds
  • Nucleosides
  • Organic Compounds
  • Purines

Fields of Study

  • Chemistry

Readers

  • Data Mining and Knowledge Discovery.
  • Molecular Genetics
  • Organic Chemistry