1421328-60-0Relevant academic research and scientific papers
Manufacture of the PI3K β-Sparing Inhibitor Taselisib. Part 2: Development of a Highly Efficient and Regioselective Late-Stage Process
St-Jean, Frédéric,Remarchuk, Travis,Angelaud, Rémy,Carrera, Diane E.,Beaudry, Danial,Malhotra, Sushant,McClory, Andrew,Kumar, Archana,Ohlenbusch, Gerd,Schuster, Andreas M.,Gosselin, Francis
, p. 783 - 793 (2019)
A highly efficient and regioselective manufacturing route for the phosphoinositide 3-kinase β-sparing inhibitor taselisib was developed. Highlights of the synthesis include: (1) magnesium-mediated formation of a challenging cyclic amidine; (2) regioselect
Expedient route to functionalized and water soluble 5-6-5 imidazole-phenyl-thiazole based α-helix mimetics
Cummings, Christopher G.,Hamilton, Andrew D.
supporting information, p. 1663 - 1668 (2013/03/13)
A range of small molecule scaffolds have been shown to act as structural and functional mimics of α-helices by mimicking the i, i+4, and i+7 positions, often found at the interface of PPIs. These molecules, though potent, possess complicating features - either low water solubility, or maintenance of conformation by hydrogen-bonding networks. We have addressed these limitations by developing a scaffold with increased water solubility. Herein we present a rapid synthetic pathway to a library of 56 compounds based on a 5-6-5 scaffold, containing an imidazole-phenyl-thiazole core; the route is flexible and allows rapid installation of different substituents via high-yielding Ullman and Suzuki couplings and Hantsch thiazole syntheses.
