1. Academic Validation
  2. 3',3'-Difluoro-3'-deoxythymidine: comparison of anti-HIV activity to 3'-fluoro-3'-deoxythymidine

3',3'-Difluoro-3'-deoxythymidine: comparison of anti-HIV activity to 3'-fluoro-3'-deoxythymidine

  • J Med Chem. 1992 Sep 4;35(18):3369-72. doi: 10.1021/jm00096a011.
D E Bergstrom 1 A W Mott E De Clercq J Balzarini D J Swartling
Affiliations

Affiliation

  • 1 Department of Medicinal Chemistry and Pharmacognosy, Purdue University, West Lafayette, Indiana 47907.
Abstract

3',3'-Difluoro-3'-deoxythymidine (3) has been synthesized in four steps from thymidine, and characterized by 1H NMR and NOE experiments. The JHF coupling constants support a conformation in solution that is predominantly 2'-endo (S). Although conformationally and sterically nucleoside 3 may resemble Other thymidine analogs which are active against HIV-1, 3 is virtually inactive.

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