Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5271685 | Tetrahedron Letters | 2013 | 5 Pages |
Abstract
An efficient multi-gram synthesis of a nucleotide-competing reverse transcriptase inhibitor is reported. The synthesis features a chiral auxiliary-assisted alcohol resolution, a Mitsunobu reaction involving a carbamate, followed by a lithium-iodide exchange/Weinreb ketone synthesis tandem. These chemical transformations were optimized in order to increase the yield of the synthesis. The route is concluded by a late-stage palladium-catalyzed cyanation followed by a pyrimidine-2-one ring formation.
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Martin Duplessis, Louis Morency, Clint James, Joannie Minville, Patrick Deroy, Sébastien Morin, Bounkham Thavonekham, Martin Tremblay, Ted Halmos, Bruno Simoneau, Yves Bousquet, Claudio Sturino,