Author/Authors :
Duplessis، نويسنده , , Martin and Morency، نويسنده , , Louis and James، نويسنده , , Clint and Minville، نويسنده , , Joannie and Deroy، نويسنده , , Patrick and Morin، نويسنده , , Sébastien and Thavonekham، نويسنده , , Bounkham and Tremblay، نويسنده , , Martin and Halmos، نويسنده , , Ted and Simoneau، نويسنده , , Bruno and Bousquet، نويسنده , , Yves and Sturino، نويسنده , , Claudio، نويسنده ,
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.
Keywords :
HIV , NcRTI , Multi-gram synthesis , Mitsunobu reaction , reverse transcriptase inhibitor
