Organic and Biomolecular Chemistry p. 6806 - 6813 (2013)
Update date:2022-08-11
Topics:
Dalla-Vechia, Luciana
Reichart, Benedikt
Glasnov, Toma
Miranda, Leandro S. M.
Kappe, C. Oliver
De Souza, Rodrigo O. M. A.
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.
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Doi:10.1016/0022-328X(90)80219-P
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(2021)Doi:10.1016/S0022-328X(00)81224-3
(1980)