1054666-40-8Relevant academic research and scientific papers
Practical Synthesis of D- and L-2-Cyclopentenone and their Utility for the Synthesis of Carbocyclic Antiviral Nucleosides against Orthopox Viruses (Smallpox, Monkeypox, and Cowpox Virus)
Jin, Yun H.,Liu, Peng,Wang, Jianing,Baker, Robert,Huggins, John,Chu, Chung K.
, p. 9012 - 9018 (2007/10/03)
Highly efficient and practical methodology for the syntheses of D- and L-4,5-O-isopropylidene-2-cyclopentenone (9 and 22), versatile intermediates for the synthesis of carbocyclic nucleosides, have been developed via a ring-closing metathesis reaction from D-ribose in eight steps. The utility of D- and L-4,5-O-isopropylidene-2-cyclopentenone is demonstrated by their application for the preparation of D-cyclopentyl-6-azauridine 12 and D-cyclopentenyl-5-halocytosine nucleosides (33-35) using Mitsunobu reaction to introduce pyrimidine bases as potential antiviral agents. Preliminary antiviral activity against orthopox viruses (smallpox, monkeypox, and cowpox virus) of the synthesized nucleosides are described.
