title: A three step continuous flow synthesis of the biaryl unit of the HIV protease inhibitor Atazanavir.
abstract: The development of multistep continuous flow reactions for the synthesis of important intermediates for the pharmaceutical industry is still a significant challenge. In the present contribution the biaryl-hydrazine unit of Atazanavir, an important HIV protease inhibitor, was prepared in a three-step continuous flow sequence in 74% overall yield. The synthesis involved Pd-catalyzed Suzuki–Miyaura cross-coupling, followed by hydrazone formation and a subsequent hydrogenation step, and additionally incorporates a liquid–liquid extraction step.
authors.forename: Luciana
authors.initials: L
authors.lastname: Dalla-Vechia
authors.forename: Benedikt
authors.initials: B
authors.lastname: Reichart
authors.forename: Toma
authors.initials: T
authors.lastname: Glasnov
authors.forename: Leandro S M
authors.initials: LS
authors.lastname: Miranda
authors.forename: C Oliver
authors.initials: CO
authors.lastname: Kappe
authors.forename: Rodrigo O M A
authors.initials: RO
authors.lastname: de Souza
mesh_terms: D000069446:Atazanavir Sulfate; D017320:HIV Protease Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D017320:HIV Protease Inhibitors; D009842:Oligopeptides; D011725:Pyridines; D000069446:Atazanavir Sulfate